Methanol → (R)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate

반응식

[Cl:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[C@@H:4]([OH:8])[C:5]([OH:7])=[O:6].S(=O)(=O)(O)O.[CH3:18]O>>[CH3:18][O:6][C:5](=[O:7])[C@H:4]([OH:8])[C:3]1[CH:9]=[CH:10][CH:11]=[CH:12][C:2]=1[Cl:1]

참가 물질

반응물 3

HCID 887Methanol

HCID 1118Sulfuric Acid

HCID 2733641(-)-2-Chloromandelic acid

생성물 1

HCID 11790232(R)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate수율 94%

실험 절차

In a four necked round bottomed flask, 500 gm of (R)-2-chloromandelic acid was taken in 2600 ml methanol. Then 18.8 gm of sulfuric acid was added and heated to reflux, till completion of reaction. Then excess of methanol was distilled off under reduced pressure. Residue was taken in dichloromethane and washed with aqueous sodium bicarbonate solution. Dichloromethane was distilled under reduced pressure to obtain 522 gm of Methyl-(R)-2-hydroxy-2-(2-chlorophenyl)acetate as an oil. Yield: 94%. Purity: 98.5%

후처리

temperatureheated
temperatureto reflux, till completion of reaction
distillationThen excess of methanol was distilled off under reduced pressure
washwashed with aqueous sodium bicarbonate solution
distillationDichloromethane was distilled under reduced pressure

출처 및 근거

ORD 기록: ord-913661c25fe14ba9b913906057d5cd6a
출처 데이터셋: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08536337B2

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