Boron tribromide → 5-(2-Phenylethenyl)-2-n-tetradecanyl-1,3-benzenediol

HRID 2252352Notes

Reaction equation

C[O:2][C:3]1[CH:4]=[C:5]([CH:25]=[CH:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:6]=[C:7]([O:23]C)[C:8]=1[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].B(Br)(Br)Br>>[C:27]1([CH:26]=[CH:25][C:5]2[CH:4]=[C:3]([OH:2])[C:8]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[C:7]([OH:23])[CH:6]=2)[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 668423881-(3,5-Dimethoxy-4-n-tetradecanylphenyl)-2-phenylethene

Product 1

HCID 668429365-(2-Phenylethenyl)-2-n-tetradecanyl-1,3-benzenediol

Procedure

This material was synthesized from 1-(3,5-dimethoxy-4-n-tetradecanylphenyl)-2-phenylethene and BBr3 by the same method as described in example 6. 1HNMR (CDCl3, ppm): δ 0.95 (m, 6H), 1.30 (m, 22H), 2.65 (m, 2H), 4.80 (s, 2H), 6.60 (s, 2H), 7.00 (s, 2H), 7.26 (m, 1H), 7.36 (m, 2H), 7.52 (m, 2H).

Sources & evidence

ORD record: ord-a1aaef17de2741b68bb7a7270b2a5522
Source dataset: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07321050B2

Reaction notes

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