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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387517Generated: October 30, 2026

Triethylamine → HCID 54374212, compound

https://huagongshe.com/reaction/387517

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPivaloyl chlorideHCID 62493—
ReactantBenzeneacetic acid, 4-bromo-HCID 74654—
Reactant(R)-4-Benzyl-2-oxazolidinoneHCID 2734969—
SolventTolueneHCID 1140—
ProductHCID 54374212HCID 5437421283%

Reaction Conditions

Temperature80 °C

Reaction Steps

2-(4-Bromophenyl)acetic acid (7.85 g, 36.5 mmol) and (R)-4-benzyloxazolidin-2-one (3.23 g, 18.3 mmol) were combined in toluene (30 mL) and triethylamine (10.2 mL, 73.0 mmol). The solution was then heated to 80° C., and a solution of pivaloyl chloride (4.49 mL, 36.5 mmol) in toluene (7.5 mL) was added slowly. The reaction was heated to 110° C. and stirred overnight. The reaction was then cooled, and the toluene solution was washed with 2N HCl, water, 5% Na2CO3, brine and then dried over Na3SO4. After removal of the solvent, the residue was purified by column chromatography to give (R)-4-benzyl-3-(2-(4-bromophenyl)acetyl)oxazolidin-2-one (5.65 g, 83%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372842B2
Source datasetuspto-grants-2013_02
ORD IDord-d3ade4ffde3849ab8e04cfb750c56c94
Source noteuspto-grants-2013_02