4-Fluorostyrene → [4-chloro-2-[(E)-2-(4-fluorophenyl)ethenyl]phenyl]methanol

HRID 878648Notes

Reaction equation

Br[C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][OH:10].[F:11][C:12]1[CH:17]=[CH:16][C:15]([CH:18]=[CH2:19])=[CH:14][CH:13]=1>>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]([CH2:9][OH:10])=[C:2](/[CH:19]=[CH:18]/[C:15]2[CH:16]=[CH:17][C:12]([F:11])=[CH:13][CH:14]=2)[CH:7]=1

Participants

Reactant 2

HCID 678834-Fluorostyrene

HCID 54049764(2-Bromo-4-chlorophenyl)methanol

Product 1

HCID 86725610[4-chloro-2-[(E)-2-(4-fluorophenyl)ethenyl]phenyl]methanol

Procedure

The title compound was prepared from (2-bromo-4-chlorophenyl)methanol and 4-fluoro-1-vinylbenzene according to the procedure for the preparation of Example 119, part B. 1H NMR (400 MHz, CDCl3): δ 1.72 (1H, t, J=5.6 Hz), 4.77 (2H, d, J=5.2 Hz), 6.98-7.08 (3H, m), 7.22-7.34 (3H, m), 7.47-7.50 (2H, m), 7.60 (1H, d, J=1.6 Hz).

Sources & evidence

ORD record: ord-12be53f4989741eea0ed8e2e397d2429
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08987461B2

Reaction notes

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