4-Acetylphenylboronic acid → (E)-1-[4'-(3-hydroxy-1-methyl-propenyl)-biphenyl-4-yl]-ethanone

Reaction equation

[C:1]([C:4]1[CH:9]=[CH:8][C:7](B(O)O)=[CH:6][CH:5]=1)(=[O:3])[CH3:2].I[C:14]1[CH:19]=[CH:18][C:17](/[C:20](/[CH3:24])=[CH:21]/[CH2:22][OH:23])=[CH:16][CH:15]=1>>[OH:23][CH2:22]/[CH:21]=[C:20](/[C:17]1[CH:18]=[CH:19][C:14]([C:7]2[CH:8]=[CH:9][C:4]([C:1](=[O:3])[CH3:2])=[CH:5][CH:6]=2)=[CH:15][CH:16]=1)\[CH3:24]

Participants

Reactant 2

HCID 37021224-Acetylphenylboronic acid

HCID 11437263(E)-3-(4-iodophenyl)-but-2-en-1-ol

Product 1

HCID 11425603(E)-1-[4'-(3-hydroxy-1-methyl-propenyl)-biphenyl-4-yl]-ethanone

Procedure

The pale yellow solid, (E)-1-[4′-(3-hydroxy-1-methyl-propenyl)-biphenyl-4-yl]-ethanone was prepared from 4-acetylphenyl boronic acid and (E)-3-(4-iodophenyl)-but-2-en-1-ol by a procedure analogous to that described in example 54a.

Sources & evidence

ORD record: ord-230fca03c2134300a62dfc6e5b3e5a04
Source dataset: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06555577B1

Reaction notes

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