Benzyl Bromide → 3-(2-Phenylethenyl)phenol

HRID 2414706Notes

Reaction equation

HRID 2414706 reaction equation
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(OCC)(OCC)OCC.C[O:20][C:21]1[CH:22]=[C:23]([CH:26]=[CH:27][CH:28]=1)[CH:24]=O>>[OH:20][C:21]1[CH:22]=[C:23]([CH:24]=[CH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 3

HCID 7498Benzyl BromideHCID 115693-MethoxybenzaldehydeHCID 31215Triethyl phosphite

Product 1

HCID 1567033-(2-Phenylethenyl)phenolYield 29.7%

Procedure

Analogously to Example 1, reaction of 20.0 g (0.12 mol) of benzyl bromide, 38.9 g (0.23 mol) of triethyl phosphite and 15.9 g (0.12 mol) of 3-methoxybenzaldehyde yields 7.0 g of 3-hydroxystilbene, corresponding to formula

Sources & evidence

ORD record
ord-d6ff4ea0197345faa1b642e7edbc490c
Source dataset
uspto-grants-2004_11
Patent number
US06814960B1

Reaction notes

Loading…