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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81591Generated: October 25, 2026

Hexane → (Z)-tert-butyl (1-(5-bromo-2-fluorophenyl)-2,2-difluoroethylidene)carbamate

https://huagongshe.com/reaction/81591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantTriphenylphosphine OxideHCID 13097—
ReactantN-Boc-Imino-(triphenyl)phosphoraneHCID 2756802—
Reactant1-(5-Bromo-2-fluorophenyl)-2,2-difluoroethanoneHCID 54857833—
SolventTolueneHCID 1140—
Product(Z)-tert-butyl (1-(5-bromo-2-fluorophenyl)-2,2-difluoroethylidene)carbamateHCID 8709632551.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of 1-(5-bromo-2-fluoro-phenyl)-2,2-difluoro-ethanone (16.0 g, 63.2 mmol) and N-(triphenylphosphoranylidene)-carbamic acid 1,1-dimethylethyl ester (CAS 68014-21-1) (26.3 g, 69.6 mmol) in 12 ml toluene was stirred at 100° C. for 2 days. The suspension became clear. After being cooled down somewhat, hexane was added till crystallization of triphenylphosphine oxide started. The mixture was filtered and the filtrate was purified by chromatography on silica gel with hexane/TBME 1-5% to give 11.37 g of the title compound as a yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846658B2
Source datasetuspto-grants-2014_09
ORD IDord-bd1ac46e42b9420bae8c3dd10c663828
Source noteuspto-grants-2014_09