Trimethyl borate → 5-Bromo-2-chlorophenylboronic acid

HRID 28661Notes

Reaction equation

HRID 28661 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

4

Reactant 3

HCID 8470Trimethyl borateHCID 510000714-Bromo-1-chloro-2-iodobenzeneHCID 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
Patent number
US07419984B2

Reaction notes

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