5-Chloro-2-methoxyphenylboronic acid → (E)-Ethyl 3-(5'-chloro-2'-methoxy-biphenyl-4-yl)-but-2-enoate

HRID 984323Notes

Reaction equation

HRID 984323 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH3:12])=[C:6](B(O)O)[CH:7]=1.Br[C:14]1[CH:19]=[CH:18][C:17](/[C:20](/[CH3:27])=[CH:21]/[C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:16][CH:15]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH3:12])=[C:6]([C:14]2[CH:19]=[CH:18][C:17](/[C:20](/[CH3:27])=[CH:21]/[C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:16][CH:15]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 27357515-Chloro-2-methoxyphenylboronic acidHCID 15933615(E)-ethyl 3-(4-bromophenyl)-but-2-enoate

Product 1

HCID 22557579(E)-Ethyl 3-(5'-chloro-2'-methoxy-biphenyl-4-yl)-but-2-enoateYield 91%

Procedure

(E)-Ethyl 3-(5′-chloro-2′-methoxy-biphenyl-4-yl)-but-2-enoate (1.07 g, 91% yield) was prepared from 5-chloro-2-methoxyphenylboronic acid (1.0 g, 5.36 mmol) and (E)-ethyl 3-(4-bromophenyl)-but-2-enoate (0.96 g, 3.57 mmol) by a procedure analogous to that described in example 52 a.

Sources & evidence

ORD record
ord-3735a85326264870b759ed56659d0ef8
Source dataset
uspto-grants-2005_03
Patent number
US06867218B2

Reaction notes

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