(3-Phenylphenyl)boronic acid → (E)-Ethyl 3-[1,1';3',1'']terphenyl-4''-yl-but-2-enoate

HRID 1268281Notes

Reaction equation

HRID 1268281 reaction equation
[C:1]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:6]=[CH:5][CH:4]=[C:3](B(O)O)[CH:2]=1.Br[C:17]1[CH:22]=[CH:21][C:20](/[C:23](/[CH3:30])=[CH:24]/[C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:19][CH:18]=1>>[C:10]1([C:1]2[CH:6]=[CH:5][CH:4]=[C:3]([C:17]3[CH:22]=[CH:21][C:20](/[C:23](/[CH3:30])=[CH:24]/[C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:19][CH:18]=3)[CH:2]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 2734315(3-Phenylphenyl)boronic acidHCID 15933615(E)-ethyl 3-(4-bromophenyl)-but-2-enoate

Product 1

HCID 22557623(E)-Ethyl 3-[1,1';3',1'']terphenyl-4''-yl-but-2-enoateYield 68%

Procedure

(E)-Ethyl 3-[1,1′;3′,1″]terphenyl-4″-yl-but-2-enoate (1.02 g, 68% yield) was prepared from 3-biphenylboronic acid (1.31 g, 6.60 mmol) and (E)-ethyl 3-(4-bromophenyl)-but-2-enoate (1.0 g, 4.40 mmol) by a procedure analogous to that described in example 52a.

Sources & evidence

ORD record
ord-d30a314f8f9b4d73a3f2476312002045
Source dataset
uspto-grants-2003_04
Patent number
US06555577B1

Reaction notes

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