HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 221755Generated: October 25, 2026
Hexane → (Z)-tert-butyl (1-(5-bromo-2-fluorophenyl)-2,2-difluoroethylidene)carbamate
https://huagongshe.com/reaction/221755
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Triphenylphosphine Oxide | HCID 13097 | — |
| Reactant | N-Boc-Imino-(triphenyl)phosphorane | HCID 2756802 | — |
| Reactant | 1-(5-Bromo-2-fluorophenyl)-2,2-difluoroethanone | HCID 54857833 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (Z)-tert-butyl (1-(5-bromo-2-fluorophenyl)-2,2-difluoroethylidene)carbamate | HCID 87096325 | 51.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08207164B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-f0ec5f763d5d4593bfa13dcb86663496 |
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| Source note | uspto-grants-2012_06 |
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