Trimethyl borate → 5-Bromo-2-chlorophenylboronic acid

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[C:4](I)[CH:3]=1.C([Mg]Cl)(C)C.C[O:16][B:17](OC)[O:18]C>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[C:4]([B:17]([OH:18])[OH:16])[CH:3]=1

Participants

Reactant 3

HCID 8470Trimethyl borate

HCID 510000714-Bromo-1-chloro-2-iodobenzene

HCID 178418918HCID 178418918, compound

Product 1

HCID 467368165-Bromo-2-chlorophenylboronic acidYield 36%

Procedure

Following the method described in Example 81, 4-bromo-1-chloro-2-iodo-benzene, isopropylmagnesium chloride and trimethylborate provided 5-bromo-2-chloro-phenylboronic acid (36% yield).

Sources & evidence

ORD record: ord-880846cffbb445df8bfdbdfb9feb21c8
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07419984B2

Reaction notes

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