Carbon tetrabromide → 2-(2,2-Dibromo-vinyl)-3-ethyl-1,4-difluoro-benzene

HRID 254572Notes

Reaction equation

[CH2:1]([C:3]1[C:10]([F:11])=[CH:9][CH:8]=[C:7]([F:12])[C:4]=1[CH:5]=O)[CH3:2].[C:13]([Br:17])(Br)(Br)[Br:14].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>>[Br:14][C:13]([Br:17])=[CH:5][C:4]1[C:3]([CH2:1][CH3:2])=[C:10]([F:11])[CH:9]=[CH:8][C:7]=1[F:12]

Participants

Reactant 3

HCID 11205Carbon tetrabromide

HCID 11776Triphenylphosphine

HCID 589519022-Ethyl-3,6-difluoro-benzaldehyde

Product 1

HCID 589518562-(2,2-Dibromo-vinyl)-3-ethyl-1,4-difluoro-benzene

Procedure

2-(2,2-Dibromo-vinyl)-3-ethyl-1,4-difluoro-benzene was prepared from 2-ethyl-3,6-difluoro-benzaldehyde, carbon tetrabromide and triphenylphosphine in analogy to Example 1d): colourless oil; 1H-NMR (CDCl3): 1.15 (3H, t, CH3), 2.60 (2H, qd, CH2), 6.89 (1H, ddd, ArH), 7.00 (1H, ddd, ArH), 7.26 (1H, s, CH═CBr2).

Sources & evidence

ORD record: ord-aaa232f7c2ce40c08157f71461ebb2ae
Source dataset: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07875645B2

Reaction notes

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