Potassium Carbonate → HCID 67478886, compound

HRID 472459Notes

Reaction equation

HRID 472459 reaction equation
Br[CH2:2][C:3]1[CH:4]=[C:5]([B:9]([OH:11])[OH:10])[CH:6]=[CH:7][CH:8]=1.[CH3:12][NH:13][S:14]([CH3:17])(=[O:16])=[O:15].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.ClCCl>[CH3:12][N:13]([CH2:2][C:3]1[CH:4]=[C:5]([B:9]([OH:11])[OH:10])[CH:6]=[CH:7][CH:8]=1)[S:14]([CH3:17])(=[O:16])=[O:15]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 97632N-MethylmethanesulfonamideHCID 27732813-(Bromomethyl)benzeneboronic acid

Product 1

HCID 67478886HCID 67478886, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 6344DichloromethaneSolvent

Procedure

A suspension of [3-(bromomethyl)phenyl]boronic acid (1.0 g, 4.6 mmol), N-methyl-methanesulfonamide (0.56 g, 5.1 mmol) and potassium carbonate (1.9 g, 14 mmol) in acetone (10 mL) was stirred for 6 hours at room temperature. The mixture was diluted with dichloromethane (50 mL), filtered through a plug of diatomaceous earth and evaporated under reduced pressure. Crude (3-{[methyl(methylsulfonyl)amino]methyl}phenyl)boronic acid was isolated as a yellow viscous oil (1.08 g, 88%). MS=266 (M+Na)+.

Workup

  1. filtrationfiltered through a plug of diatomaceous earth
  2. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-b952884ef23d47c78cbd9c0efb7b4f14
Source dataset
uspto-grants-2014_01
Patent number
US08633173B2

Reaction notes

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