2-Methylphenyl boronic acid → (E)-ethyl 3-(2'-methyl-biphenyl-4-yl)-but-2-enoate

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.[C:16]1([CH3:25])[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1B(O)O>>[CH3:25][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[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

Participants

Reactant 2

HCID 27332672-Methylphenyl boronic acid

HCID 11438459(E)-ethyl 3-(4-iodophenyl)-but-2-enoate

Product 1

HCID 22557711(E)-ethyl 3-(2'-methyl-biphenyl-4-yl)-but-2-enoate

Procedure

The colourless solid, (E)-ethyl 3-(2′-methyl-biphenyl-4-yl)-but-2-enoate was prepared from (E)-ethyl 3-(4-iodophenyl)-but-2-enoate (example 91a) and ortho-tolyl boronic acid by a procedure analogous to that described in example 91b.

Sources & evidence

ORD record: ord-56baa62d07f8400d90f0bca27e193c72
Source dataset: uspto-grants-2005_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06867218B2

Reaction notes

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