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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283716Generated: November 1, 2026

tert-Butanol → tert-Butyl (5-bromothiophen-3-yl)carbamate

https://huagongshe.com/reaction/2283716

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant5-Bromothiophene-3-carboxylic acidHCID 12039978—
SolventTolueneHCID 1140—
Producttert-Butyl (5-bromothiophen-3-yl)carbamateHCID 15759194—

Reaction Steps

Triethylamine (15 mL) and diphenylphosphoryl azide (16.5 mL) were added to a solution of the mixture of 2-bromothiophene-4-carboxylic acid obtained in the above-described Step (14.48 g) in toluene (250 mL) at room temperature. The reaction solution was stirred for 2 hours. 2-Methyl-2-propanol (40 mL) was added to the reaction solution, and then the reaction solution was stirred at 100° C. for 2 hours. The reaction solution was evaporated under vacuum, and the resultant residue was purified by column chromatography on silica gel (developing solvent:hexane/ethyl acetate) to obtain tert-butyl(5-bromothiophen-3-yl)carbamate as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145414B2
Source datasetuspto-grants-2015_09
ORD IDord-8866f86e55044342b1339ab9a06f93e2
Source noteuspto-grants-2015_09