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

참가 물질

반응물 3

HCID 887Methanol

HCID 24813Phosphorus oxychloride

HCID 2733641(-)-2-Chloromandelic acid

생성물 1

HCID 11790232(R)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetate수율 95%

실험 절차

15 g of (R)-2-chloromandelic acid was mixed with methanol (CH3OH, 150 ml) and phosphorus chloride oxide (POCl3, 0.76 ml) in a flask by stirring using a magnetic stirrer at the room temperature for 6 hours. When the reaction was completed, the obtained product was washed with an aqueous solution of sodium sulfite (Na2SO3) and ethylacetate (EA). Then, the organic layer was dehydrated with anhydrous magnesium sulfate (MgSO4), filtrated, and concentrated under reduced pressure. The concentrated residue was purified by a silica gel column chromatography to produce the title compound (15.64 g, yield 95%).

후처리

customat the room temperature
customfor 6 hours
washthe obtained product was washed with an aqueous solution of sodium sulfite (Na2SO3) and ethylacetate (EA)
filtrationfiltrated
concentrationconcentrated under reduced pressure
customThe concentrated residue was purified by a silica gel column chromatography

출처 및 근거

ORD 기록: ord-25129f185ee64f75bede769f0a90c2d3
출처 데이터셋: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08859817B2

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