Tert-butyl{4-chloro-2-[(trimethylsilyl)ethynyl]phenoxy}acetate → {[2-Fluoro-5-(propylsulfonyl)phenyl]ethynyl}trimethyl silane

HRID 2390192Notes

Reaction equation

HRID 2390192 reaction equation
C(OC(=O)COC1C=CC(Cl)=CC=1[C:16]#[C:17][Si:18]([CH3:21])([CH3:20])[CH3:19])(C)(C)C.Br[C:24]1[CH:29]=[C:28]([S:30]([CH2:33][CH2:34][CH3:35])(=[O:32])=[O:31])[CH:27]=[CH:26][C:25]=1[F:36]>>[F:36][C:25]1[CH:26]=[CH:27][C:28]([S:30]([CH2:33][CH2:34][CH3:35])(=[O:32])=[O:31])=[CH:29][C:24]=1[C:16]#[C:17][Si:18]([CH3:21])([CH3:20])[CH3:19]

Participants

3

Reactant 2

HCID 56594380Tert-butyl{4-chloro-2-[(trimethylsilyl)ethynyl]phenoxy}acetateHCID 585220712-Bromo-1-fluoro-4-(propylsulfonyl)benzene2×

Product 1

HCID 58521874{[2-Fluoro-5-(propylsulfonyl)phenyl]ethynyl}trimethyl silaneYield 97%

Procedure

Following the general method as outlined in Intermediate 2, starting from 2-bromo-1-fluoro-4-(propylsulfonyl)benzene (Intermediate 106) and trimethylsilylacetilene, the title compound was obtained as a brown liquid in 97% yield.

Sources & evidence

ORD record
ord-6c218338e49341afb37240d8cb66ae74
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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