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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1751968Generated: October 28, 2026

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

https://huagongshe.com/reaction/1751968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant(-)-2-Chloromandelic acidHCID 2733641—
Product(R)-Methyl 2-(2-chlorophenyl)-2-hydroxyacetateHCID 1179023295%

Reaction Steps

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 stiffing 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 concented under reduced pressure. The concentrated residue was purified by a silica gel column chromatography to produce the title compound (15.64 g, yield 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09162975B2
Source datasetuspto-grants-2015_10
ORD IDord-c03dd6c7776645f783eef6764914efe5
Source noteuspto-grants-2015_10