3,5-Dibromobenzeneboronic acid → (E)-ethyl 3-(3',5'-dibromo-biphenyl-4-yl)-but-2-enoate

HRID 1268341Notes

Reaction equation

HRID 1268341 reaction equation
I[C:2]1[CH:7]=[CH:6][C:5](/[C:8](/[CH3:15])=[CH:9]/[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=1.[Br:16][C:17]1[CH:18]=[C:19](B(O)O)[CH:20]=[C:21]([Br:23])[CH:22]=1>>[Br:16][C:17]1[CH:18]=[C:19]([C:2]2[CH:7]=[CH:6][C:5](/[C:8](/[CH3:15])=[CH:9]/[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=2)[CH:20]=[C:21]([Br:23])[CH:22]=1

Participants

3

Reactant 2

HCID 27346893,5-Dibromobenzeneboronic acidHCID 11438459(E)-ethyl 3-(4-iodophenyl)-but-2-enoate

Product 1

HCID 22557684(E)-ethyl 3-(3',5'-dibromo-biphenyl-4-yl)-but-2-enoate

Procedure

The colourless gum (E)-ethyl 3-(3′,5′-dibromo-biphenyl-4-yl)-but-2-enoate was prepared from (E)-ethyl 3-(4-iodophenyl)-but-2-enoate (example 91a) and 3,5-dibromobenzene boronic acid by a procedure analogous to that described in example 52a.

Sources & evidence

ORD record
ord-d926eabb08544ee3a4830eca102a74f1
Source dataset
uspto-grants-2003_04
Patent number
US06555577B1

Reaction notes

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