Trimethyl borate → (2,3-Difluorophenyl)boronic acid

HRID 257686Notes

Reaction equation

HRID 257686 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[F:8].C([N-]C(C)C)(C)C.[Li+].[B:17](OC)([O:20]C)[O:18]C>O>[F:1][C:2]1[C:3]([F:8])=[CH:4][CH:5]=[CH:6][C:7]=1[B:17]([OH:20])[OH:18]

Participants

5

Reactant 3

HCID 8470Trimethyl borateHCID 97061,2-DifluorobenzeneHCID 2724682Lithium diisopropylamide

Product 1

HCID 2734333(2,3-Difluorophenyl)boronic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10 g of trimeric 2,3-difluorophenylboronic anhydride are prepared according to Example 1 from 1,2-difluorobenzene, lithium diisopropylamide and trimethyl borate. The anhydride is dissolved in 200 ml of boiling water. The hot solution is filtered, and the filtrate is allowed to cool slowly to room temperature. The solid is separated off and dried to give 2,3-difluorophenylboronic acid having a melting point of 89° C.

Workup

  1. filtrationThe hot solution is filtered
  2. customThe solid is separated off
  3. customdried

Sources & evidence

ORD record
ord-867a1880b9f04b26acd214773950497d
Source dataset
uspto-grants-1993_11
Patent number
US05262556

Reaction notes

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