Carbon tetrabromide → 1,3-Dicyclopropyl-2-(2,2-dibromo-vinyl)-benzene

HRID 254536Notes

Reaction equation

HRID 254536 reaction equation
[CH:1]1([C:4]2[CH:11]=[CH:10][CH:9]=[C:8]([CH:12]3[CH2:14][CH2:13]3)[C:5]=2[CH:6]=O)[CH2:3][CH2:2]1.[C:15](Br)(Br)([Br:17])[Br:16].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>>[CH:1]1([C:4]2[CH:11]=[CH:10][CH:9]=[C:8]([CH:12]3[CH2:14][CH2:13]3)[C:5]=2[CH:6]=[C:15]([Br:17])[Br:16])[CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 589516712,6-Dicyclopropylbenzaldehyde

Product 1

HCID 589517651,3-Dicyclopropyl-2-(2,2-dibromo-vinyl)-benzene

Procedure

1,3-Dicyclopropyl-2-(2,2-dibromo-vinyl)-benzene was prepared from 2,6-dicyclopropyl-benzaldehyde, carbon tetrabromide and triphenylphosphine in analogy to Example 1d): colourless oil; MS (EI): 343.9 (14%), 342.0 (24%) and 340.0 (14%) (M+), 182.2 ([M-2Br]+, 66%), 167.2 ([M-2Br—CH3)+, 100%).

Sources & evidence

ORD record
ord-46c4a446ea5d45a6b9641c127fd5311f
Source dataset
uspto-grants-2011_01
Patent number
US07875645B2

Reaction notes

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