Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1181145Generated: November 2, 2026

Water → HCID 58979133, compound

https://huagongshe.com/reaction/1181145

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant(1,1'-Biphenyl)-4-carboxylic acidHCID 66724—
ReactantMethyl 4-bromo-3-oxopentanoateHCID 9815681—
SolventAcetoneHCID 180—
ProductHCID 58979133HCID 5897913398%

Reaction Conditions

Temperature22.5 °C

Reaction Steps

A mixture of biphenyl-4-carboxylic acid (800 g, 4.03 mol) in acetone (4.6 L) was treated with triethylamine (0.6 L, 4.3 mol, 1.07 eq) dropwise over 13 min while maintaining the temperature at 15-30° C. 4-Bromo-3-oxo-pentanoic acid methyl ester (880 g, 4.21 mol, 1.04 eq) was added dropwise over 21 min at 15-30° C. The mixture was stirred overnight at room temperature. Water (9.6 L) was added dropwise over 85 minutes at 15-30° C. The mixture was stirred for 2 h. The precipitated product was collected by filtration and washed twice with water (1 L). The product was dried under vacuum at 50° C. to afford 1291 g (98% yield, 96% HPLC purity) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07282501B2
Source datasetuspto-grants-2007_10
ORD IDord-117cd3ade43c4311ba0ca646f124a3f1
Source noteuspto-grants-2007_10