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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484972Generated: October 30, 2026

Sodium Carbonate Monohydrate → 3-(5-Bromothiophen-2-yl)-3-hydroxypropyl acetate

https://huagongshe.com/reaction/1484972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium Carbonate MonohydrateHCID 2735133—
ReactantSodium borohydrideHCID 4311764—
Reactant3-(5-Bromothiophen-2-yl)-3-oxopropyl acetateHCID 58169420—
SolventTetrahydrofuranHCID 8028—
Product3-(5-Bromothiophen-2-yl)-3-hydroxypropyl acetateHCID 5816912978.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of 3-(5-bromothiophen-2-yl)-3-oxopropyl acetate (2.4 g, 8.8 mmol, 1 eq) in THF (150 ml) was stirred at 0° C., and NaBH4 (401.2 mg, 10.6 mmol, 2 eq) was added slowly and the reaction was stirred at 23° C. After 1 hour, Na2CO3.H2O was added. After 30 min the mixture was filtered and extracted with EtOAc (3×50 ml). The combined organic phases were washed (brine), dried (Na2SO4), filtered and concentrated to give a residue. The residue was purified by silica gel column chromatography (PE/EtOAc=5:1 as eluant) to give 3-(5-bromothiophen-2-yl)-3-hydroxypropyl acetate (1.92 g, 78.2%) as white solid. LC-MS (m/z)=279.1 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422271B2
Source datasetuspto-grants-2016_08
ORD IDord-5f2bb86f34eb4a41920f7b779436d858
Source noteuspto-grants-2016_08