Potassium Carbonate → HCID 64163637, compound

HRID 625446Notes

Reaction equation

HRID 625446 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-1f4156f7d2184d38b17222fa41d804a3
Source dataset
uspto-grants-2016_04
Patent number
US09301951B2

Reaction notes

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