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[ CAS No. 524-12-9 ]

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Chemical Structure| 524-12-9
Chemical Structure| 524-12-9
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Product Details of [ 524-12-9 ]

CAS No. :524-12-9 MDL No. :MFCD07778564
Formula : C16H10O7 Boiling Point : 498.4°C at 760 mmHg
Linear Structure Formula :- InChI Key :N/A
M.W :314.25 g/mol Pubchem ID :5281813
Synonyms :

Safety of [ 524-12-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280 UN#:N/A
Hazard Statements:H302-H317 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 524-12-9 ]

  • Downstream synthetic route of [ 524-12-9 ]

[ 524-12-9 ] Synthesis Path-Downstream   1~14

  • 1
  • [ 524-12-9 ]
  • [ 100-44-7 ]
  • [ 115623-32-0 ]
YieldReaction ConditionsOperation in experiment
29% With potassium carbonate In N,N-dimethyl-formamide for 0.833333h; Heating;
  • 2
  • [ 67964-24-3 ]
  • [ 120-80-9 ]
  • [ 524-12-9 ]
YieldReaction ConditionsOperation in experiment
25% With sodium acetate; potassium hexacyanoferrate(III) In water; acetone for 2h; Ambient temperature;
With ascorbic acid 1.) tyrosinase, pH=6.8, r.t., 1 h; Yield given. Multistep reaction;
  • 3
  • [ 115623-32-0 ]
  • [ 524-12-9 ]
YieldReaction ConditionsOperation in experiment
82% With hydrogen In 1,4-dioxane 2nd step of purification of 9 (wedelolactone);
81% With boron trichloride In dichloromethane at 0℃; Inert atmosphere; Preparation of WEL 5 To a solution of 17 (0.58 g, 1.0 mmol) in DCM (15 mL) was added BCl3(3 mL, 1 M) slowly at 0 C under Ar atmosphere. After the reaction was finished, the mixture wasconcentrated and then purified by column chromatography (MeOH:DCM = 1:20) to give the product 5.Gray solid; 254 mg, 81% yield; m.p. >300 C; Rf: 0.48 (MeOH:DCM = 1:10); IR (cm1): 3397, 2955, 2923,2853, 1710, 1670, 1612, 1447, 1324, 1284, 1206, 1151, 1070, 1047; 1H-NMR (DMSO-d6, 300 MHz): 3.82 (s,3H), 6.45 (d, J = 1.8 Hz, 1H), 6.62 (d, J = 1.9 Hz, 1H), 7.16 (s, 1H), 7.24 (s, 1H); 13C-NMR (DMSO-d6,75 MHz): 55.7, 93.2, 96.7, 98.1, 98.8, 101.7, 104.5, 113.7, 144.3, 145.4, 148.8, 154.8, 155.2, 157.7, 158.9,162.2; HR-MS (ESI) calculated for C16H11O7 [M + H] 315.0505, found 315.0504.
YieldReaction ConditionsOperation in experiment
Tri-O-methylwedelolacton i. Acetanhydrid + HI (115-120grad);
Tri-O-methylwedelolacton /Acetanhydrid, HI, 115-120grad;
Brenzcatechin, 4,5-Dihydroxy-7-methoxy-cumarin, Kaliumhexacyanoferrat (III), Natriumacetat, aq.Aceton, (blaue Lsg. wird rotbraun);
YieldReaction ConditionsOperation in experiment
With hydrogen iodide
  • 6
  • [ 524-12-9 ]
  • [ 75-36-5 ]
  • [ 6468-54-8 ]
YieldReaction ConditionsOperation in experiment
With triethylamine In tetrahydrofuran at 25℃; for 2h;
  • 7
  • [ 627489-05-8 ]
  • [ 524-12-9 ]
YieldReaction ConditionsOperation in experiment
93% With sulfuric acid; acetic acid In water at 50℃; for 1h;
  • 8
  • [ 5447-02-9 ]
  • [ 524-12-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 8 steps 1.1: m-chloroperbenzoic acid / CH2Cl2; H2O / 15 h / 20 °C 1.2: 90 percent / K2CO3 / methanol / 0.5 h / 25 °C 2.1: 99 percent / Et3N / tetrahydrofuran / 2 h / 25 °C 3.1: 94 percent / N-iodosuccinimide; trifluoroacetic acid / acetonitrile / 12 h / 40 °C 4.1: 90 percent / CuI; Et3N / PdCl2(PPh3)2 / acetonitrile / 12 h / 25 °C 5.1: 98 percent / hydrazine monohydrate / tetrahydrofuran / 2 h / 25 °C 6.1: 87 percent / thiourea; Cs2CO3; CBr4 / PdI2 / tetrahydrofuran / 2 h / 50 °C 7.1: 93 percent / H2 / Pd/C / ethyl acetate / 24 h / 25 °C 8.1: 93 percent / AcOH; H2SO4 / H2O / 1 h / 50 °C
Multi-step reaction with 8 steps 1.1: 3-chloro-benzenecarboperoxoic acid / water; dichloromethane / 15 h / 20 °C 1.2: 0.5 h / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C 2.2: 20 °C 3.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 4.5 h / 0 - 20 °C 4.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 80 °C / Inert atmosphere 5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; tetrahydrofuran / 12 h / 90 °C / Inert atmosphere 6.1: potassium carbonate / N,N-dimethyl-formamide 7.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 24 h / Reflux 8.1: boron trichloride / dichloromethane / 0 °C / Inert atmosphere
  • 10
  • [ 27688-85-3 ]
  • [ 524-12-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: 94 percent / N-iodosuccinimide; trifluoroacetic acid / acetonitrile / 12 h / 40 °C 2: 90 percent / CuI; Et3N / PdCl2(PPh3)2 / acetonitrile / 12 h / 25 °C 3: 98 percent / hydrazine monohydrate / tetrahydrofuran / 2 h / 25 °C 4: 87 percent / thiourea; Cs2CO3; CBr4 / PdI2 / tetrahydrofuran / 2 h / 50 °C 5: 93 percent / H2 / Pd/C / ethyl acetate / 24 h / 25 °C 6: 93 percent / AcOH; H2SO4 / H2O / 1 h / 50 °C
  • 11
  • [ 91360-58-6 ]
  • [ 524-12-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1.1: t-BuOK / tetrahydrofuran / 0.5 h / 0 °C 1.2: 75 percent / t-BuOK / tetrahydrofuran / 0 - 25 °C 2.1: 90 percent / CuI; Et3N / PdCl2(PPh3)2 / acetonitrile / 12 h / 25 °C 3.1: 98 percent / hydrazine monohydrate / tetrahydrofuran / 2 h / 25 °C 4.1: 87 percent / thiourea; Cs2CO3; CBr4 / PdI2 / tetrahydrofuran / 2 h / 50 °C 5.1: 93 percent / H2 / Pd/C / ethyl acetate / 24 h / 25 °C 6.1: 93 percent / AcOH; H2SO4 / H2O / 1 h / 50 °C
  • 12
  • [ 139-85-5 ]
  • [ 524-12-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 9 steps 1.1: 94 percent / K2CO3; n-Bu4NI / acetone / 24 h / Heating 2.1: m-chloroperbenzoic acid / CH2Cl2; H2O / 15 h / 20 °C 2.2: 90 percent / K2CO3 / methanol / 0.5 h / 25 °C 3.1: 99 percent / Et3N / tetrahydrofuran / 2 h / 25 °C 4.1: 94 percent / N-iodosuccinimide; trifluoroacetic acid / acetonitrile / 12 h / 40 °C 5.1: 90 percent / CuI; Et3N / PdCl2(PPh3)2 / acetonitrile / 12 h / 25 °C 6.1: 98 percent / hydrazine monohydrate / tetrahydrofuran / 2 h / 25 °C 7.1: 87 percent / thiourea; Cs2CO3; CBr4 / PdI2 / tetrahydrofuran / 2 h / 50 °C 8.1: 93 percent / H2 / Pd/C / ethyl acetate / 24 h / 25 °C 9.1: 93 percent / AcOH; H2SO4 / H2O / 1 h / 50 °C
Multi-step reaction with 9 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C 2.1: 3-chloro-benzenecarboperoxoic acid / water; dichloromethane / 15 h / 20 °C 2.2: 0.5 h / 20 °C 3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C 3.2: 20 °C 4.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 4.5 h / 0 - 20 °C 5.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 80 °C / Inert atmosphere 6.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; tetrahydrofuran / 12 h / 90 °C / Inert atmosphere 7.1: potassium carbonate / N,N-dimethyl-formamide 8.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 24 h / Reflux 9.1: boron trichloride / dichloromethane / 0 °C / Inert atmosphere
  • 13
  • [ 627489-10-5 ]
  • [ 524-12-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 90 percent / CuI; Et3N / PdCl2(PPh3)2 / acetonitrile / 12 h / 25 °C 2: 98 percent / hydrazine monohydrate / tetrahydrofuran / 2 h / 25 °C 3: 87 percent / thiourea; Cs2CO3; CBr4 / PdI2 / tetrahydrofuran / 2 h / 50 °C 4: 93 percent / H2 / Pd/C / ethyl acetate / 24 h / 25 °C 5: 93 percent / AcOH; H2SO4 / H2O / 1 h / 50 °C
  • 14
  • [ 627489-15-0 ]
  • [ 524-12-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 90 percent / CuI; Et3N / PdCl2(PPh3)2 / acetonitrile / 12 h / 25 °C 2: 98 percent / hydrazine monohydrate / tetrahydrofuran / 2 h / 25 °C 3: 87 percent / thiourea; Cs2CO3; CBr4 / PdI2 / tetrahydrofuran / 2 h / 50 °C 4: 93 percent / H2 / Pd/C / ethyl acetate / 24 h / 25 °C 5: 93 percent / AcOH; H2SO4 / H2O / 1 h / 50 °C
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