Carbon tetrabromide → 1-Chloro-2-(2,2-dibromoethenyl)-3-iodobenzene

HRID 254540Notes

Reaction equation

[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([I:10])[C:3]=1[CH:4]=O.[C:11](Br)(Br)([Br:13])[Br:12].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([I:10])[C:3]=1[CH:4]=[C:11]([Br:13])[Br:12]

Participants

Reactant 3

HCID 11205Carbon tetrabromide

HCID 11776Triphenylphosphine

HCID 589518912-Chloro-6-iodobenzaldehyde

Product 1

HCID 589518951-Chloro-2-(2,2-dibromoethenyl)-3-iodobenzene

Procedure

Chloro-2-(2,2-dibromo-vinyl)-3-iodo-benzene was prepared from 2-chloro-6-iodo-benzaldehyde, carbon tetrabromide and triphenylphosphine in analogy to Example 1d): colourless oil; MS (EI): 425.8 (5%), 423.8 (20%), 421.7 (46%) and 419.7 (18%) (M+), 344.9 (30%), 342.8 (100%) and 340.8 (90%) ([M-Br]+), 263.9 (5%) and 261.9 (25%) ([M-2Br]+), 218.0 (9%), 216.0 (50%) and 214.0 (35%) ([M-Br])+).

Sources & evidence

ORD record: ord-fa5ead58a269418f8404862587ab046a
Source dataset: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07875645B2

Reaction notes

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