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[ CAS No. 56066-91-2 ] {[proInfo.proName]}

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Chemical Structure| 56066-91-2
Chemical Structure| 56066-91-2
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Product Details of [ 56066-91-2 ]

CAS No. :56066-91-2 MDL No. :MFCD04038831
Formula : C9H9ClO2 Boiling Point : -
Linear Structure Formula :- InChI Key :GJNNLILROAPGRC-UHFFFAOYSA-N
M.W : 184.62 Pubchem ID :10313419
Synonyms :

Safety of [ 56066-91-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 56066-91-2 ]

* 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 [ 56066-91-2 ]

[ 56066-91-2 ] Synthesis Path-Downstream   1~25

  • 1
  • [ 103-82-2 ]
  • [ 50-00-0 ]
  • [ 56066-91-2 ]
YieldReaction ConditionsOperation in experiment
30% With hydrogenchloride; zinc(II) chloride In water at 75 - 80℃; for 16h;
With hydrogenchloride; zinc(II) chloride
With hydrogenchloride
  • 2
  • [ 56066-91-2 ]
  • [ 1200-05-1 ]
YieldReaction ConditionsOperation in experiment
Reaktion ueber mehrere Stufen;
  • 3
  • [ 56066-91-2 ]
  • [ 56097-33-7 ]
YieldReaction ConditionsOperation in experiment
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane
With thionyl chloride 1.B p-Chloromethylphenylacetyl chloride (B) A mixture of 1 g of p-chloromethylphenylacetic acid and 6 ml of thionylchloride is stirred at room temperature for 25 hours after which the excessthionyl chloride is removed under vacuum to yield p-chloromethylphenylacetyl chloride. When in Example 1 (A) an acid selected from Table I is substituted for phenylacetic acid the respective chloromethyl derivative listed in Table Iis obtained which can be converted to the acid chloride by the procedure ofExample 1 (B).
With oxalyl dichloride In dichloromethane at 10 - 30℃; for 1h; 73.1 Production Example 73N-{ 5- [2- (4-hydrazinocarbonylmethylphenyl) ethyl] -2- thienyl } acetamide hydrochloride step 1 [0215] [0216]4- (Chloromethyl)phenylacetic acid (5.0 g, 27.1 mmol) was suspended in dichloromethane (50 ml), and oxalyl chloride (9.2 ml, 0.11 mol) and N,N-dimethylformamide (2 drops) were added. After stirring at room temperature for 1 hr, and the mixture was concentrated under reduced pressure. Dichloromethane (50 ml) and tert-butyl carbazate (4.29 g, 32.5 mmol) were added to the residue, and the mixture was cooled to O0C. N, N- diisopropylethylamine (14 ml, 81.3 mmol) was added dropwise, and the mixture was stirred at room temperature overnight. The reaction mixture was diluted with dichloromethane, washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. Diethyl ether was added to the residue and the resulting precipitate was collected by filtration. The filtrate was concentrated and added with diethyl ether to recover the secondary crystals. They were dried to give tert-butyl 2-{ [4-(chloromethyl) phenyl] acetyl }hydrazinecarboxylate (5.9 g, primary and secondary crystals, total yield 73%) as a pale- yellow solid.
  • 4
  • [ 56066-91-2 ]
  • p-(azido-methyl)-phenylacetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% With sodium azide In ethanol; water for 3.5h; Heating;
  • 6
  • [ 118618-41-0 ]
  • [ 56066-91-2 ]
YieldReaction ConditionsOperation in experiment
0.620 g With hydrogenchloride 1.) ice-cool, 30 min; 2.) r.t., overnight;
  • 7
  • [ 103-82-2 ]
  • [ 107-30-2 ]
  • [ 56066-91-2 ]
YieldReaction ConditionsOperation in experiment
44% With tin(IV) chloride at 0 - 20℃; for 1.33333h;
35% With tin(IV) chloride at 0℃; for 1.5h;
  • 8
  • [ 56066-91-2 ]
  • [ 603-35-0 ]
  • (4-Carboxymethyl-benzyl)-triphenyl-phosphonium; chloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% In benzene at 77 - 78℃;
  • 9
  • [ 56066-91-2 ]
  • [ 122-52-1 ]
  • [ 177712-50-4 ]
YieldReaction ConditionsOperation in experiment
97% at 170 - 180℃; for 1h;
  • 10
  • [ 56066-91-2 ]
  • [ 99719-37-6 ]
  • [4-(3-hydroxy-5-methoxy-1H-indazole-1-yl-methyl)phenyl]acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide Heating;
YieldReaction ConditionsOperation in experiment
96% 253 3-[2-(4-Hydroxy-benzyl)-5-(4-methoxy-phenyl)-2H-[1,2,4]triazol-3-yl]-benzaldehyde; and 3-[1-(4-hydroxy-benzyl)-5-(4-methoxy-phenyl)-1H-[1,2,4]triazol-3-yl]-benzaldehyde Using 4-(chloromethyl)phenylacetate the title compound was obtained as yellow oil (96% yield), MS: m/e=386.3 (M+).
  • 12
  • [ 56066-91-2 ]
  • [ 142327-25-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 80 percent / benzene / 77 - 78 °C 2: 1.) MeONa / 1.) DMF, 0-5 deg C, 30 min, 2.) DMF, room temperature, 4 h
Multi-step reaction with 2 steps 1: 97 percent / 1 h / 170 - 180 °C 2: 9 percent / MeONa / dimethylformamide / 5 h / Ambient temperature
  • 13
  • [ 56066-91-2 ]
  • cis 4-stilbene acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 80 percent / benzene / 77 - 78 °C 2: 1.) MeONa / 1.) DMF, 0-5 deg C, 30 min, 2.) DMF, room temperature, 4 h 3: 68 percent / dioxane / 20 h / Irradiation
Multi-step reaction with 3 steps 1: 97 percent / 1 h / 170 - 180 °C 2: 9 percent / MeONa / dimethylformamide / 5 h / Ambient temperature 3: 68 percent / dioxane / 20 h / Irradiation
  • 14
  • [ 56066-91-2 ]
  • ethyl p-(azido-methyl)-phenylacetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 72 percent / NaN3 / ethanol; H2O / 3.5 h / Heating 2: 96 percent / H2SO4 / 16 h / Heating
  • 15
  • [ 56066-91-2 ]
  • 1-<p-(carboxy-methyl)-benzyl>-1H-1,2,3-triazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 72 percent / NaN3 / ethanol; H2O / 3.5 h / Heating 2: 67 percent / 24 h / 110 °C
  • 16
  • [ 56066-91-2 ]
  • 1-<p-(ethoxycarbonyl-methyl)-benzyl>-1H-1,2,3-triazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 72 percent / NaN3 / ethanol; H2O / 3.5 h / Heating 2: 96 percent / H2SO4 / 16 h / Heating 3: 77 percent / 24 h / 110 °C
  • 17
  • [ 1528-41-2 ]
  • [ 56066-91-2 ]
  • 18
  • [ 43153-12-4 ]
  • [ 56066-91-2 ]
  • 19
  • [ 56066-91-2 ]
  • [ 148113-97-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: (COCl)2, DMF / CH2Cl2 2: Et3N / tetrahydrofuran
  • 20
  • [ 56066-91-2 ]
  • C35H45N5O6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: (COCl)2, DMF / CH2Cl2 2: Et3N / tetrahydrofuran 3: 28 percent / NaI, Na2CO3 / acetonitrile / 48 h / Heating
  • 21
  • [ 622-47-9 ]
  • [ 56066-91-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 59 percent / Br2, AIBN / CCl4 / Irradiation 2: 91 percent / LiCl / acetone / 72 h / Heating
  • 22
  • [ 103-82-2 ]
  • [ 56066-91-2 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; paraformaldehyde In Petroleum ether 1.A p-Chloromethylphenylacetyl chloride A. At a temperature of from -10° to 0°C hydrogen chloride gas is bubbled through a stirred mixture of 102 g of phenylacetic acid, 67.5 g of paraformaldehyde and 67.5 g of zinc chloride in 1000 ml of petroleum ether for one hour. Stirring is continued for about one hour at room temperature after which the mixture is refluxed for about 2 hours during which time hydrogen chloride gas is bubbled into the mixture. To the reaction mixture is added 1000 ml each of methylene chloride and water. The organic phase is separated and the aqueous phase is extracted twice with methylene chloride. The combined organic phases are extracted four times with a saturated sodium bicarbonate solution. The organic neutral phase is dried over anhydrous sodium sulfate, filtered and the solvent is removed under vacuum to give a neutral by-product which is further identified in Example 5 below. The basic aqueous phase is separated and acidified with cold concentrated hydrochloric acid to pH 2-3, then extracted three times with methylene chloride. The methylene chloride fraction is dried over anhydrous sodium sulfate, filtered and the solvent evaporated. The resulting oily acidic product is chromatographed on silica gel using benzene and benzene-acetone as the eluant to give p-chloromethylphenylacetic acid which is recrystallized from hot chloroform. M.P. 147°-149°C.
With hydrogenchloride; paraformaldehyde In Petroleum ether 1.A p-Chloromethylphenylacetyl chloride (A) At a temperature of from -10° to 0° C. hydrogen chloride gas is bubbled through a stirred mixture of 102 g of phenylacetic acid, 67.5 g of paraformaldehyde and 67.5 g of zinc chloride in 1000 ml of petroleum ether for one hour. Stirring is continued for about one hour at room temperature after which the mixture is refluxed for about 2 hours during which time hydrogen chloride gas is bubbled into the mixture. To the reaction mixture is added 1000 ml each of methylene chloride and water. The organic phase is separated and the aqueous phase is extracted twice with methylene chloride. The combined organic phases are extracted four times with a saturated sodium bicarbonate solution. The organic neutral phase is dried over anhydrous sodium sulfate, filtered and the solvent is removed under vacuum to give a neutral by-product which is further identified in Example 5 below. The basic aqueous phase is separated and acidified with cold concentrated hydrochloric acid to pH 2-3, then extracted three times with methylene chloride. The methylene chloride fraction is dried over anhydrous sodium sulfate, filtered and thesolvent evaporated. The resulting oily acidic product is chromatographed onsilica gel using benzene and benzene-acetone as the eluant to give p-chloromethylphenylacetic acid which is recrystallized from hot chloroform. M.P. 147°-149° C.
With hydrogenchloride; paraformaldehyde In Petroleum ether 1.A p-Chloromethylphenylacetyl chloride A. At a temperature of from -10° to 0° C. hydrogen chloride gas is bubbled through a stirred mixture of 102 g of phenylacetic acid, 67.5 g of paraformaldehyde and 67.5 g of zinc chloride in 1000 ml of petroleum ether for 1 hour. Stirring is continued for about one hour at room temperature after which the mixture is refluxed for about 2 hours during which time hydrogen chloride gas is bubbled into the mixture. To the reaction mixture is added 1000 ml each of methylene chloride and water. The organic phase is separated and the aqueous phase is extracted twice with methylene chloride. The combined organic phases are extracted four times with a saturated sodium bicarbonate solution. The organic neutral phase is dried over anhydrous sodium sulfate, filtered and the solvent is removed under vacuum to give a neutral by-product which is further identified in Example 5 below. The basic aqueous phase is separated and acidified with cold concentrated hydrochloric acid to pH 2-3, then extracted three times with methylene chloride. The methylene chloride fraction is dried over anhydrous sodium sulfate, filtered and the solvent evaporated. The resulting oily acidic product is chromatographed on silica gel using benzene and benzene-acetone as the eluant to give p-chloromethylphenylacetic acid which is recrystallized from hot chloroform. M.P. 147°-149° C.
  • 23
  • [ 56066-91-2 ]
  • [ 56097-33-7 ]
  • [ 103-82-2 ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride 1.B p-Chloromethylphenylacetyl chloride B. A mixture of 1 g of p-chloromethylphenylacetic acid and 6 ml of thionyl chloride is stirred at room temperature for 25 hours after which the excess thionyl chloride is removed under vacuum to yield p-chloromethylphenylacetyl chloride. When in Example 1 (A) an acid selected from Table I is substituted for phenylacetic acid the respective chloromethyl derivative listed in Table I is obtained which can be converted to the acid chloride by the procedure of Example 1 (B).
  • 24
  • [ 103-82-2 ]
  • [ 56097-33-7 ]
  • [ 56066-91-2 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride In Petroleum ether 1 p-Chloromethylphenylacetyl chloride EXAMPLE 1 p-Chloromethylphenylacetyl chloride At a temperature of from -10° to 0° C hydrogen chloride gas is bubbled through a stirred mixture of 102 g of phenylacetic acid, 67.5 g of paraformaldehye and 67.5 g of zinc chloride in 1000 ml of petroleum ether for one hour. Stirring is continued for about one hour at room temperature after which the mixture is refluxed for about 2 hours during which time hydrogen chloride gas is bubbled into the mixture. To the reaction mixture is added 1000 ml each of methylene chloride and water. The organic phase is separated and the aqueous phase is extracted twice with methylene chloride. The combined organic phases are extracted four times with a saturated sodium bicarbonate solution. The organic neutral phase is dried over anhydrous sodium sulfate, filtered and the solvent is removed under vacuum to give a neutral by-product which is further identified in Example 5 below. The basic aqueous phase is separated and acidified with cold concentrated hydrochloric acid to pH 2-3, then extracted three times with methylene chloride. The methylene chloride fraction is dried over anhydrous sodium sulfate, filtered and the solvent evaporated. The resulting oily acidic product is chromatographed on silica gel using benzene and benzene-acetone as the eluant to give p-chloromethylphenylacetic acid which is recrystallized from hot chloroform. M.P. 147°-149° C. When in Example 1 an acid selected from Table I is substituted for phenylacetic acid in the respective chloromethyl derivative listed in Table I is obtained which can be converted to the acid chloride by the procedure of Example 1 (B).
  • 25
  • [ 56066-91-2 ]
  • [ 100-97-0 ]
  • C15H21N4O2(1+)*Cl(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% In chloroform for 1h; Heating;
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