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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919811Generated: November 3, 2026

Methanol → HCID 57951162, compound

https://huagongshe.com/reaction/1919811

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantMethyl 4-chlorobenzoateHCID 14307—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 57951116HCID 57951116—
SolventTolueneHCID 1140—
ProductHCID 57951162HCID 5795116288%

Reaction Steps

Add (R)-5-(3-fluoro-phenyl)-1-(4-trifluoromethoxy-phenyl)-pyrrolidin-2-one (0.89 g, 2.63 mmol) to a suspension of sodium hydride (0.61 g, 15.36 mmol) in dry toluene (40 mL) and stir at room temperature under nitrogen. Add methanol (0.29 mL, approx. 16 mmol) followed by methyl p-chlorobenzoate (1.2 g, 7.0 mmol). Heat under reflux overnight. Cool, add aqueous NH4Cl solution, extract with ethyl acetate. Collect the organic phase, dry over anhydrous magnesium sulfate, evaporate and purify on a silica gel column (isohexane-ethyl acetate) to give the titled compound (1.1 g, 88% yield) MS (m/z): 478 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168659B2
Source datasetuspto-grants-2012_05
ORD IDord-7977f3292444416d88e45bc2866baf54
Source noteuspto-grants-2012_05