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[ CAS No. 3669-80-5 ] {[proInfo.proName]}

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Product Details of [ 3669-80-5 ]

CAS No. :3669-80-5 MDL No. :MFCD00041564
Formula : C11H22O3 Boiling Point : -
Linear Structure Formula :- InChI Key :KNRCBASNXNXUQQ-UHFFFAOYSA-N
M.W :202.29 Pubchem ID :77237
Synonyms :

Safety of [ 3669-80-5 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P305+P351+P338 UN#:
Hazard Statements:H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 3669-80-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 3669-80-5 ]

[ 3669-80-5 ] Synthesis Path-Downstream   1~80

  • 2
  • [ 3669-80-5 ]
  • [ 1725-03-7 ]
YieldReaction ConditionsOperation in experiment
5% With di(n-butyl)tin oxide In 1,3,5-trimethyl-benzene for 19h; Heating;
4% Stage #1: 11-hydroxyundecanoic acid With 1-ethoxyacetylene In toluene Stage #2: With camphor-10-sulfonic acid In toluene at 20℃; Further stages.;
With benzenesulfonic acid; benzene
With TEA; toluene-4-sulfonic acid; 3-(5-nitro-2-oxo-1,2-dihydro-1-pyridyl)-1,2-benzisothiazole 1,1,-dioxide 1) 1,2-dichloroethane, 1 h, 2) 2 h, reflux; Yield given. Multistep reaction;
Multi-step reaction with 2 steps 1: 4-(dimethylamino)pyridine / acetonitrile / 0.25 h / 20 °C 2: iodine / toluene / 10 h / Heating
Multi-step reaction with 2 steps 1: Boc2O; i-Pr2NEt / 20 °C 2: 4-pyrrolidinepyridine / toluene / 16 h / 90 °C
Multi-step reaction with 2 steps 2: 47 percent Chromat. / KHCO3, phosphonium mesylate resin / toluene; H2O / 20 h / 90 °C
Multi-step reaction with 2 steps 1: 26 percent / pyridine / 2 h / Ambient temperature 2: 48 percent / K2CO3 / acetone / 12 h / Heating
Multi-step reaction with 6 steps 1: 100 percent / conc. aq. HCl / Heating 2: 100 percent / Imidazole / dimethylformamide 3: 98 percent / 5.0 M NaOH / tetrahydrofuran; methanol; H2O / 7 h 4: DCC, DMAP / tetrahydrofuran / 4 h / -25 °C 5: 8 percent / CH3COOH / H2O 6: 68 percent / t-BuOK / benzene; tetrahydrofuran / 3.4 h / also addition of molecular sieves and reflux; various mol ratios
Multi-step reaction with 6 steps 1: 100 percent / conc. aq. HCl / Heating 2: 100 percent / Imidazole / dimethylformamide 3: 98 percent / 5.0 M NaOH / tetrahydrofuran; methanol; H2O / 7 h 4: 68 percent / 1-<3-(Dimethylamino)propyl>-3-ethylcarboximide hydrochloride, DMAP / dimethylformamide / 24 h 5: CH3COOH / H2O / 12 h 6: 75 percent / t-BuOK, molecular sieves / benzene; tetrahydrofuran / 3.2 h / Heating; also without molecuar sieves and reflux; various mol ratios
Multi-step reaction with 6 steps 1: 100 percent / conc. aq. HCl / Heating 2: 100 percent / Imidazole / dimethylformamide 3: 98 percent / 5.0 M NaOH / tetrahydrofuran; methanol; H2O / 7 h 4: 69 percent / 1-<3-(Dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, DMAP / dimethylformamide / 48 h 5: 92 percent / CH3COOH / H2O / 8 h 6: 52 percent / t-BuOK, molecular sieves / benzene; tetrahydrofuran / 3.2 h / Heating; also without molecuar sieves and reflux; various mol ratios
Multi-step reaction with 5 steps 1: 100 percent / conc. aq. HCl / Heating 2: 100 percent / Imidazole / dimethylformamide 3: 98 percent / 5.0 M NaOH / tetrahydrofuran; methanol; H2O / 7 h 4: 1.) DCC, DMAP; 2.) CH3COOH / 1.) THF, -25 deg C, 5 days; 2.) H2O-THF, room temp., 20 h 5: 57 percent Chromat. / t-BuOK / benzene; tetrahydrofuran / also addition of 19-crown-6; various mol ratios

  • 6
  • [ 2834-05-1 ]
  • [ 3669-80-5 ]
YieldReaction ConditionsOperation in experiment
100% With potassium hydroxide In water for 3h; Reflux;
96% With water; potassium hydroxide at 100℃; for 16h; Inert atmosphere;
95% Stage #1: 11-bromoundecanoic acid With potassium hydroxide In water at 100℃; for 16h; Stage #2: With hydrogenchloride In water at 25℃;
92% With sodium hydroxide for 5h; Heating;
91% With sodium hydroxide for 48h; Heating;
With water at 60℃; for 576h;
With sodium hydroxide In water

  • 7
  • [ 24724-07-0 ]
  • [ 3669-80-5 ]
YieldReaction ConditionsOperation in experiment
With potassium hydroxide
  • 8
  • [ 3669-80-5 ]
  • [ 1422-26-0 ]
YieldReaction ConditionsOperation in experiment
(i) LDA, HMPT, THF, (ii) O2, (iii) CrO3, NaIO4, AcOH; Multistep reaction;
  • 9
  • [ 3669-80-5 ]
  • [ 7735-43-5 ]
YieldReaction ConditionsOperation in experiment
With sodium In methanol (electrolysis);
  • 11
  • [ 3669-80-5 ]
  • [ 133622-39-6 ]
  • [ 137569-64-3 ]
YieldReaction ConditionsOperation in experiment
48% With diethyl cyanophosphonate; triethylamine In tetrahydrofuran for 72h; Ambient temperature;
  • 12
  • [ 3669-80-5 ]
  • [ 1725-03-7 ]
  • [ 659-77-8 ]
YieldReaction ConditionsOperation in experiment
1: 2% 2: 78% With p-nitrobenzoic anhydride; scandium tris(trifluoromethanesulfonate) In tetrahydrofuran; acetonitrile Heating;
78% With dmap; di-2-thienyl carbonate In toluene; acetonitrile at 100℃; for 5h;
1: 58% 2: 18% With dmap; iodine; di-2-thienyl carbonate In toluene; acetonitrile for 10h; Heating;
1: 29% 2: 56% With chloro-trimethyl-silane; TiCl2(OTf)2; 4-(trifluoromethyl)benzoic anhydride In dichloromethane Heating;
With RhCl(PPh3)3; bis(trifluoromethanesulfonyloxy)dimethylsilane; 1,2-bis(dimethylsilyl)benzene 1) benzene, RT, 6 h, 2) benzene, 80 deg C, 3 h, 3) benzene, 80 deg C, 9 h; Yield given. Multistep reaction. Yields of byproduct given;
With dmap In toluene at 90 - 95℃;

  • 13
  • [ 3669-80-5 ]
  • 11-Hydroxy-undecanoic acid anion [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide In ethanol; water for 0.416667h; ΔH;
  • 14
  • [ 112-38-9 ]
  • [ 3669-80-5 ]
  • [ 765-04-8 ]
  • 15
  • [ 3669-80-5 ]
  • [ 18162-48-6 ]
  • [ 145122-37-8 ]
YieldReaction ConditionsOperation in experiment
95% With 1H-imidazole In N,N-dimethyl-formamide for 72h;
  • 16
  • [ 3669-80-5 ]
  • [ 77-78-1 ]
  • [ 24724-07-0 ]
YieldReaction ConditionsOperation in experiment
87% In methanol for 5h; Heating;
  • 17
  • [ 6287-90-7 ]
  • [ 3669-80-5 ]
YieldReaction ConditionsOperation in experiment
1% With Amberlyst A-26 carbonate form In 1,4-dioxane at 60℃; for 24h;
  • 18
  • [ 3669-80-5 ]
  • [ 112-30-1 ]
  • [ 13019-22-2 ]
  • [ 7735-43-5 ]
YieldReaction ConditionsOperation in experiment
42% With potassium methanolate In methanol at 40℃; electrolysis: anode: platinum foil; current source: galvanostat; current density 200 mA cm-2; current consumption: 3.03 F mol-1; cell voltage 50-60 V; Yield given;
42% With potassium methanolate In methanol at 40℃; electrolysis: anode: platinum foil; current source: galvanostat; current density 200 mA cm-2; current consumption: 3.03 F mol-1; cell voltage 50-60 V; Yields of byproduct given;
  • 19
  • [ 3669-80-5 ]
  • [ 64-19-7 ]
  • [ 54894-30-3 ]
YieldReaction ConditionsOperation in experiment
95% With iron(III) chloride at 20℃; for 1h;
  • 20
  • [ 3669-80-5 ]
  • [ 24424-99-5 ]
  • C16H30O5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With di-<i>tert</i>-butyl dicarbonate; N-ethyl-N,N-diisopropylamine at 20℃;
  • 21
  • [ 22054-16-6 ]
  • [ 3669-80-5 ]
YieldReaction ConditionsOperation in experiment
75 % Spectr. With dihydrogen peroxide In water at 90℃; for 2h;
  • 23
  • [ 2432-99-7 ]
  • [ 3669-80-5 ]
YieldReaction ConditionsOperation in experiment
38% With acetic acid; sodium nitrite at 100℃; for 1h;
38% With cis-nitrous acid; acetic acid for 1h; Heating;
  • 24
  • [ 3669-80-5 ]
  • [ 10436-25-6 ]
  • 1-oxa-13-aza-cyclotetracosane-2,14-dione [ No CAS ]
  • C44H82N2O6 [ No CAS ]
  • C66H123N3O9 [ No CAS ]
  • 25
  • [ 3669-80-5 ]
  • [ 1725-03-7 ]
  • [ 659-77-8 ]
  • 1,13,25-Trioxa-cyclohexatriacontane-2,14,26-trione [ No CAS ]
  • C44H80O8 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 11-hydroxyundecanoic acid With caesium carbonate In ethanol Stage #2: With Merryfield resin In N,N-dimethyl-formamide at 50℃; for 72h; Stage #3: With di(n-butyl)tin oxide In chlorobenzene at 133℃; for 4h; Further stages. Further byproducts. Title compound not separated from byproducts.;
  • 26
  • [ 3669-80-5 ]
  • [ 659-77-8 ]
  • 1,13,25-Trioxa-cyclohexatriacontane-2,14,26-trione [ No CAS ]
  • C44H80O8 [ No CAS ]
  • C55H100O10 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 11-hydroxyundecanoic acid With caesium carbonate In ethanol Stage #2: With Merryfield resin In N,N-dimethyl-formamide at 50℃; for 72h; Stage #3: With di(n-butyl)tin oxide In chloroform at 133℃; for 4h; Further stages. Further byproducts. Title compound not separated from byproducts.;
  • 27
  • [ 3669-80-5 ]
  • [ 659-77-8 ]
  • 1,13,25-Trioxa-cyclohexatriacontane-2,14,26-trione [ No CAS ]
  • C66H120O12 [ No CAS ]
  • C77H140O14 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 11-hydroxyundecanoic acid With caesium carbonate In ethanol Stage #2: With Merryfield resin In N,N-dimethyl-formamide at 50℃; for 72h; Stage #3: With di(n-butyl)tin oxide In chloroform at 133℃; for 4h; Further stages. Further byproducts. Title compound not separated from byproducts.;
  • 28
  • polyundecanoate; monomer(s): 11-bromoundecanoic acid [ No CAS ]
  • [ 3669-80-5 ]
YieldReaction ConditionsOperation in experiment
73% With potassium hydroxide for 18h; Heating;
  • 29
  • [ 74-96-4 ]
  • [ 3669-80-5 ]
  • [ 6149-49-1 ]
YieldReaction ConditionsOperation in experiment
With lithium carbonate In N,N-dimethyl-formamide at 70℃; for 6h;
  • 30
  • [ 3669-80-5 ]
  • [ 725249-83-2 ]
  • 11-hydroxy-undecanoic acid thiophen-2-yl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
With dmap In acetonitrile at 20℃; for 0.25h;
  • 31
  • [ 3669-80-5 ]
  • 11-[4-(3-adamantan-1-yl-ureido)-butyryloxy]-undecanoic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: lithium carbonate / dimethylformamide / 6 h / 70 °C 2: 4-(dimethylamino)pyridine; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / dimethylformamide
  • 32
  • [ 3669-80-5 ]
  • [ 226985-79-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 53 percent / AcCl / 3.5 h / 40 °C 2: 86 percent / pyridine / CHCl3 / 2 h / -10 - 0 °C 3: 50 percent / Et3N / acetone / 0.67 h / 20 °C
Multi-step reaction with 3 steps 1: 53 percent / AcCl / 3.5 h / 40 °C 2: 86 percent / pyridine / CHCl3 / 2 h / 0 °C 3: 50 percent / Et3N / acetone / 0.67 h / 20 °C
  • 33
  • [ 3669-80-5 ]
  • [ 366446-38-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 53 percent / AcCl / 3.5 h / 40 °C 2: 86 percent / pyridine / CHCl3 / 2 h / -10 - 0 °C
Multi-step reaction with 2 steps 1: 53 percent / AcCl / 3.5 h / 40 °C 2: 86 percent / pyridine / CHCl3 / 2 h / 0 °C
  • 34
  • [ 3669-80-5 ]
  • [ 445026-51-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 53 percent / AcCl / 3.5 h / 40 °C 2: 86 percent / pyridine / CHCl3 / 2 h / -10 - 0 °C 3: 50 percent / Et3N / acetone / 0.67 h / 20 °C 4: 34 percent / aq. KOH / propan-2-ol / 20 h
Multi-step reaction with 4 steps 1: 53 percent / AcCl / 3.5 h / 40 °C 2: 86 percent / pyridine / CHCl3 / 2 h / 0 °C 3: 50 percent / Et3N / acetone / 0.67 h / 20 °C 4: 34 percent / aq. KOH / propan-2-ol / 14 h / 20 °C
  • 35
  • [ 3669-80-5 ]
  • [ 366446-40-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 53 percent / AcCl / 3.5 h / 40 °C 2: 86 percent / pyridine / CHCl3 / 2 h / -10 - 0 °C 3: 50 percent / Et3N / acetone / 0.67 h / 20 °C 4: 34 percent / aq. KOH / propan-2-ol / 20 h 5: 50 percent / pyridine / 5 h / 20 °C
Multi-step reaction with 5 steps 1: 53 percent / AcCl / 3.5 h / 40 °C 2: 86 percent / pyridine / CHCl3 / 2 h / 0 °C 3: 50 percent / Et3N / acetone / 0.67 h / 20 °C 4: 34 percent / aq. KOH / propan-2-ol / 14 h / 20 °C 5: 50 percent / pyridine / 5 h / 20 °C
  • 36
  • [ 3669-80-5 ]
  • C41H72N3O10P [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 53 percent / AcCl / 3.5 h / 40 °C 2: 86 percent / pyridine / CHCl3 / 2 h / 0 °C 3: 50 percent / Et3N / acetone / 0.67 h / 20 °C 4: 34 percent / aq. KOH / propan-2-ol / 14 h / 20 °C 5: DCC; 4-aminopyridine / CHCl3; CCl4 / 24 h / 20 °C
  • 37
  • [ 3669-80-5 ]
  • C43H76N3O10P [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 53 percent / AcCl / 3.5 h / 40 °C 2: 86 percent / pyridine / CHCl3 / 2 h / 0 °C 3: 50 percent / Et3N / acetone / 0.67 h / 20 °C 4: 34 percent / aq. KOH / propan-2-ol / 14 h / 20 °C 5: DCC; 4-aminopyridine / CHCl3; CCl4 / 24 h / 20 °C
  • 38
  • [ 3903-40-0 ]
  • [ 3669-80-5 ]
  • 39
  • [ 1731-79-9 ]
  • [ 3669-80-5 ]
  • 40
  • [ 112-38-9 ]
  • [ 3669-80-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: tetrahydrofuran 2: 1.) BH3, 2.) H2O2, NaOH / 1.) THF
  • 41
  • [ 3669-80-5 ]
  • [ 463-17-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2SO4 2: diethylaminosulfur trifluoride 3: NaOH / ethanol; H2O
  • 42
  • [ 3669-80-5 ]
  • [ 1598-98-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: H2SO4 2: diethylaminosulfur trifluoride 3: NaOH / ethanol; H2O 4: SOCl2 / Ambient temperature
  • 43
  • [ 3669-80-5 ]
  • C22H40F2O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: H2SO4 2: diethylaminosulfur trifluoride 3: NaOH / ethanol; H2O 4: SOCl2 / Ambient temperature 5: pyridine, 30percent H2O2 / diethyl ether / 1 h / Ambient temperature
  • 44
  • [ 3669-80-5 ]
  • [ 72037-31-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 95 percent / imidazole / dimethylformamide / 72 h 2: 97 percent / aq. NaOH / 4 h
Multi-step reaction with 3 steps 1: 100 percent / conc. aq. HCl / Heating 2: 100 percent / Imidazole / dimethylformamide 3: 98 percent / 5.0 M NaOH / tetrahydrofuran; methanol; H2O / 7 h
  • 45
  • [ 3669-80-5 ]
  • [ 145122-39-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 95 percent / imidazole / dimethylformamide / 72 h 2: 97 percent / aq. NaOH / 4 h 3: CH2Cl2 4: 1) pyridine / 1) CH2Cl2, 1 h, 2) CH2Cl2, 14 h 5: 98 percent / Bu4NF / tetrahydrofuran / 3.5 h
  • 46
  • [ 3669-80-5 ]
  • 11-(tert-Butyl-dimethyl-silanyloxy)-1-imidazol-1-yl-undecan-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 95 percent / imidazole / dimethylformamide / 72 h 2: 97 percent / aq. NaOH / 4 h 3: CH2Cl2
  • 47
  • [ 3669-80-5 ]
  • [ 146964-79-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 87 percent / methanol / 5 h / Heating 2: 72 percent / imidazole / dimethylformamide / 24 h / 40 °C 3: 1) BuLi / 1) hexane, THF, 0 deg C, 20 min, 2) -78 deg C, 30 min 4: 62.5 percent / Bu4NF / dimethylformamide / 48 h
  • 48
  • [ 3669-80-5 ]
  • [ 145122-38-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 95 percent / imidazole / dimethylformamide / 72 h 2: 97 percent / aq. NaOH / 4 h 3: CH2Cl2 4: 1) pyridine / 1) CH2Cl2, 1 h, 2) CH2Cl2, 14 h
  • 49
  • [ 3669-80-5 ]
  • [ 146964-77-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 87 percent / methanol / 5 h / Heating 2: 72 percent / imidazole / dimethylformamide / 24 h / 40 °C
  • 50
  • [ 3669-80-5 ]
  • [ 146964-78-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 87 percent / methanol / 5 h / Heating 2: 72 percent / imidazole / dimethylformamide / 24 h / 40 °C 3: 1) BuLi / 1) hexane, THF, 0 deg C, 20 min, 2) -78 deg C, 30 min
  • 51
  • [ 3669-80-5 ]
  • threo-2-Diphenylphosphinoyl-13-hydroxytridecan-3-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 87 percent / methanol / 5 h / Heating 2: 72 percent / imidazole / dimethylformamide / 24 h / 40 °C 3: 1) BuLi / 1) hexane, THF, 0 deg C, 20 min, 2) -78 deg C, 30 min 4: 62.5 percent / Bu4NF / dimethylformamide / 48 h 5: NaBH4 / methanol / 1.5 h
  • 52
  • [ 3669-80-5 ]
  • erythro-2-Diphenylphosphinoyl-13-hydroxytridecan-3-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 87 percent / methanol / 5 h / Heating 2: 72 percent / imidazole / dimethylformamide / 24 h / 40 °C 3: 1) BuLi / 1) hexane, THF, 0 deg C, 20 min, 2) -78 deg C, 30 min 4: 62.5 percent / Bu4NF / dimethylformamide / 48 h 5: NaBH4 / methanol / 1.5 h
  • 53
  • [ 3669-80-5 ]
  • [ 1931-65-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 90 percent / H2SO4 / 24 h / Heating 2: 70 percent / PCC, NaOAc / CH2Cl2 / 24 h / Ambient temperature
  • 54
  • [ 3669-80-5 ]
  • [ 34010-15-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 90 percent / H2SO4 / 24 h / Heating 2: 70 percent / PCC, NaOAc / CH2Cl2 / 24 h / Ambient temperature 3: n-BuLi / toluene / 2 h / 25 °C 4: lithium aluminium hydride / tetrahydrofuran / 4 h / Heating
  • 55
  • [ 3669-80-5 ]
  • [ 20711-10-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 90 percent / H2SO4 / 24 h / Heating 2: 70 percent / PCC, NaOAc / CH2Cl2 / 24 h / Ambient temperature 3: n-BuLi / toluene / 2 h / 25 °C 4: lithium aluminium hydride / tetrahydrofuran / 4 h / Heating 5: pyridine / 24 h / 25 °C
  • 56
  • [ 3669-80-5 ]
  • [ 33189-72-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 90 percent / H2SO4 / 24 h / Heating 2: 70 percent / PCC, NaOAc / CH2Cl2 / 24 h / Ambient temperature 3: n-BuLi / toluene / 2 h / 25 °C 4: lithium aluminium hydride / tetrahydrofuran / 4 h / Heating 5: pyridine / 24 h / 25 °C
  • 57
  • [ 3669-80-5 ]
  • [ 35153-18-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 90 percent / H2SO4 / 24 h / Heating 2: 70 percent / PCC, NaOAc / CH2Cl2 / 24 h / Ambient temperature 3: n-BuLi / toluene / 2 h / 25 °C 4: lithium aluminium hydride / tetrahydrofuran / 4 h / Heating
  • 58
  • [ 3669-80-5 ]
  • [ 34010-23-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 90 percent / H2SO4 / 24 h / Heating 2: 70 percent / PCC, NaOAc / CH2Cl2 / 24 h / Ambient temperature 3: n-BuLi / toluene / 2 h / 25 °C
  • 59
  • [ 3669-80-5 ]
  • [ 119136-11-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 90 percent / H2SO4 / 24 h / Heating 2: 70 percent / PCC, NaOAc / CH2Cl2 / 24 h / Ambient temperature 3: n-BuLi / toluene / 2 h / 25 °C
  • 60
  • [ 3669-80-5 ]
  • [ 128753-02-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 48 percent / 1.) triethylamine, 2.) diethyl phosphocyanide / tetrahydrofuran / 72 h / Ambient temperature 2: 54 percent / phosphorus oxychloride, triethylamine / tetrahydrofuran / 3.5 h
  • 61
  • [ 3669-80-5 ]
  • [ 77773-56-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 100 percent / conc. aq. HCl / Heating 2: 100 percent / Imidazole / dimethylformamide
  • 62
  • [ 3669-80-5 ]
  • [ 344747-64-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 100 percent / conc. aq. HCl / Heating 2: 100 percent / Imidazole / dimethylformamide 3: 98 percent / 5.0 M NaOH / tetrahydrofuran; methanol; H2O / 7 h 4: DCC, DMAP / tetrahydrofuran / 4 h / -25 °C
  • 63
  • [ 3669-80-5 ]
  • [ 72037-29-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 100 percent / conc. aq. HCl / Heating 2: 100 percent / Imidazole / dimethylformamide 3: 98 percent / 5.0 M NaOH / tetrahydrofuran; methanol; H2O / 7 h 4: 1.) DCC, DMAP; 2.) CH3COOH / 1.) THF, -25 deg C, 5 days; 2.) H2O-THF, room temp., 20 h
  • 64
  • [ 3669-80-5 ]
  • [ 73177-56-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 100 percent / conc. aq. HCl / Heating 2: 100 percent / Imidazole / dimethylformamide 3: 98 percent / 5.0 M NaOH / tetrahydrofuran; methanol; H2O / 7 h 4: 1.) DCC, 4-(dimethylamino)pyridine (DMAP); 2.) CH3COOH / 1.) THF, -25 deg C, 4 days; 2.) H2O, room temp., 8 h
  • 65
  • [ 3669-80-5 ]
  • [ 72037-28-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 100 percent / conc. aq. HCl / Heating 2: 100 percent / Imidazole / dimethylformamide 3: 98 percent / 5.0 M NaOH / tetrahydrofuran; methanol; H2O / 7 h 4: DCC, DMAP / tetrahydrofuran / 4 h / -25 °C 5: 8 percent / CH3COOH / H2O
  • 66
  • [ 3669-80-5 ]
  • [ 77744-41-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 100 percent / conc. aq. HCl / Heating 2: 100 percent / Imidazole / dimethylformamide 3: 98 percent / 5.0 M NaOH / tetrahydrofuran; methanol; H2O / 7 h 4: 68 percent / 1-<3-(Dimethylamino)propyl>-3-ethylcarboximide hydrochloride, DMAP / dimethylformamide / 24 h 5: CH3COOH / H2O / 12 h
  • 67
  • [ 3669-80-5 ]
  • [ 77744-41-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 100 percent / conc. aq. HCl / Heating 2: 100 percent / Imidazole / dimethylformamide 3: 98 percent / 5.0 M NaOH / tetrahydrofuran; methanol; H2O / 7 h 4: 69 percent / 1-<3-(Dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, DMAP / dimethylformamide / 48 h 5: 92 percent / CH3COOH / H2O / 8 h
  • 68
  • [ 3669-80-5 ]
  • 11-(tert-Butyl-dimethyl-silanyloxy)-undecanethioic acid S-[(2S,3aS,19aR)-1-(tetradecahydro-4,7,10,13,16,19-hexaoxa-cyclopentacyclooctadecen-2-yl)methyl] ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 100 percent / conc. aq. HCl / Heating 2: 100 percent / Imidazole / dimethylformamide 3: 98 percent / 5.0 M NaOH / tetrahydrofuran; methanol; H2O / 7 h 4: 69 percent / 1-<3-(Dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, DMAP / dimethylformamide / 48 h
  • 69
  • [ 3669-80-5 ]
  • [ 77744-47-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 100 percent / conc. aq. HCl / Heating 2: 100 percent / Imidazole / dimethylformamide 3: 98 percent / 5.0 M NaOH / tetrahydrofuran; methanol; H2O / 7 h 4: 68 percent / 1-<3-(Dimethylamino)propyl>-3-ethylcarboximide hydrochloride, DMAP / dimethylformamide / 24 h
  • 71
  • [ 3669-80-5 ]
  • [ 871132-66-0 ]
  • [Os3(CO)10(μ-H)(μ-OOC(CH2)10OH)] [ No CAS ]
YieldReaction ConditionsOperation in experiment
73% In dichloromethane (Ar or N2); using Schlenk techniques; stirring of excess of HOOC(CH2)10OH and Os3(CO)10(NCMe)2 in CH2Cl2 at ambient temperature overnight; removal of solvent in vac., chromy. using hexane/CH2Cl2 as eluent; elem.anal.;
  • 72
  • [ 34010-15-6 ]
  • [ 3669-80-5 ]
YieldReaction ConditionsOperation in experiment
78 %Spectr. With tetrafluoroboric acid; iodomesitylene; 3-chloro-benzenecarboperoxoic acid In dichloromethane; water; acetonitrile at 50℃; for 10h; Inert atmosphere;
  • 73
  • [ 20711-10-8 ]
  • [ 3669-80-5 ]
YieldReaction ConditionsOperation in experiment
73 %Spectr. With tetrafluoroboric acid; iodomesitylene; 3-chloro-benzenecarboperoxoic acid In dichloromethane; water; acetonitrile at 50℃; for 10h; Inert atmosphere;
  • 74
  • [ 3669-80-5 ]
  • [ 927-80-0 ]
  • C15H28O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In acetone at 0 - 20℃; Inert atmosphere;
  • 75
  • [ 3669-80-5 ]
  • [ 2913-45-3 ]
  • [ 1270932-01-8 ]
YieldReaction ConditionsOperation in experiment
15% Stage #1: 11-hydroxyundecanoic acid; 2-methoxy-3,6-dimethyl-1,4-benzoquinone With silver nitrate In acetonitrile at 23 - 75℃; Inert atmosphere; Stage #2: With dipotassium peroxodisulfate; water at 75℃; Inert atmosphere;
  • 76
  • [ 3669-80-5 ]
  • [ 3214-57-1 ]
  • [ 1251831-71-6 ]
YieldReaction ConditionsOperation in experiment
10% Stage #1: 11-hydroxyundecanoic acid; 2-methoxy-3,5-dimethyl-2,5-cyclohexadiene-1,4-dione With silver nitrate In acetonitrile at 23 - 75℃; Inert atmosphere; Stage #2: With dipotassium peroxodisulfate; water at 75℃; Inert atmosphere;
  • 77
  • [ 3669-80-5 ]
  • [ 58479-61-1 ]
  • 11-((tert-butyldiphenylsilyl)oxy)undecanoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
96% With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 24h;
  • 78
  • [ 2777-65-3 ]
  • [ 3669-80-5 ]
YieldReaction ConditionsOperation in experiment
89% With formic acid; F6P(1-)*C16H22N3Ru(1+); water In 1-methyl-pyrrolidin-2-one at 25℃; for 48h; Inert atmosphere; Sealed tube;
80% With [2,2]bipyridinyl; formic acid; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; water In tetrahydrofuran at 80℃; for 48h;
80% With 1-hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II); Ru(Cp)(PPh<SUB>2</SUB>Py<SUP>tBu</SUP>)<SUB>2</SUB>(MeCN)PF<SUB>6</SUB>; water In isopropyl alcohol at 70℃; for 48h; Inert atmosphere; regioselective reaction;
  • 79
  • potassium 11-hydroxyundecanoate [ No CAS ]
  • [ 3669-80-5 ]
YieldReaction ConditionsOperation in experiment
With sulfuric acid In water
  • 80
  • [ 3669-80-5 ]
  • [ 122111-03-9 ]
  • [ 1519060-53-7 ]
YieldReaction ConditionsOperation in experiment
40% With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dimethyl sulfoxide; N,N-dimethyl-formamide at 20 - 65℃; Inert atmosphere;
Same Skeleton Products
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