Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1506989Generated: October 30, 2026

Potassium Carbonate → (1S,2R)-3-(benzyloxy)-1-(2-chlorophenyl)propane-1,2-diol

https://huagongshe.com/reaction/1506989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(1S,2R)-3-(benzyloxy)-1-(2-chlorophenyl)-1-hydroxypropan-2-yl acetateHCID 118379240—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product(1S,2R)-3-(benzyloxy)-1-(2-chlorophenyl)propane-1,2-diolHCID 11837912195.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of (1S,2R)-3-(benzyloxy)-1-(2-chlorophenyl)-1-hydroxypropan-2-yl acetate (Preparation example 374, 1.2 g, 3.58 mmole) in MeOH (16.2 mL) and H2O (1.8 mL) was added K2CO3 (1.48 g, 10.74 mmole) at 0° C. The mixture was stirred for 1.5 hr at 0° C. The TLC showed complete consumption of SM. The reaction mixture was quenched with H2O at 0° C. then extracted with EtOAc. The aqueous layer was extracted with EtOAc and separated. The combined organic layer was washed with H2O, then dried over MgSO4 and evaporated under reduced pressure. The crude compound was purified by silica ge column to produce the title compound (1.0 g, 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221783B2
Source datasetuspto-grants-2015_12
ORD IDord-29b9d86c3a844c5f8aeeb93cc6069b0f
Source noteuspto-grants-2015_12