Bromide ion → (4-(Bromomethyl)-2,6-difluorophenyl)(methyl)sulfane

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([CH2:11]O)[CH:5]=[C:6]([F:10])[C:7]=1[S:8][CH3:9].[Br-:13].FC1C=C(C=C(F)C=1SC)C=O>>[Br:13][CH2:11][C:4]1[CH:5]=[C:6]([F:10])[C:7]([S:8][CH3:9])=[C:2]([F:1])[CH:3]=1

Participants

Reactant 3

HCID 259Bromide ion

HCID 22746033(3,5-Difluoro-4-(methylthio)phenyl)methanol

HCID 227466823,5-Difluoro-4-(methylthio)benzaldehyde

Product 1

HCID 22746076(4-(Bromomethyl)-2,6-difluorophenyl)(methyl)sulfane

Procedure

The product from step B was converted to the bromide according to the procedure from intermediate 5 (step A). 1H NMR (500 MHz, CDCl3) δ 7.36 (d, J 7.5 Hz, 2H), 4.82 (s, 2H), 2.88 (s, 3H)

Sources & evidence

ORD record: ord-cb7a942a440047ad92464ae810f12cb4
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09006228B2

Reaction notes

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