Potassium Carbonate → HCID 64163637, compound

HRID 1408190Notes

Reaction equation

HRID 1408190 reaction equation
[SH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].Br[CH2:12][C:13]1[CH:14]=[C:15]([CH:20]=[CH:21][CH:22]=1)[C:16]([O:18][CH3:19])=[O:17].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH3:19][O:18][C:16]([C:15]1[CH:14]=[C:13]([CH:22]=[CH:21][CH:20]=1)[CH2:12][S:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6])=[O:17]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 95737Benzoic acid, 3-mercapto-HCID 517981Methyl 3-(bromomethyl)benzoate

Product 1

HCID 64163637HCID 64163637, compoundYield 99.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 3-mercaptobenzoic acid (154 mg, 1.00 mmol), methyl 3-(bromomethyl)benzoate (229 mg, 1.00 mmol) and K2CO3 (414 mg, 3.00 mmol) in DMF (1 mL) was stirred for 16 h, then solvent removed. The resulting residue was purified by silica gel chromatography to give 300 mg (90%) of the product.

Workup

  1. customsolvent removed
  2. customThe resulting residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-045778fe4cea4c3ca2acb74eed895d51
Source dataset
uspto-grants-2014_12
Patent number
US08916569B2

Reaction notes

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