HCID 21224130, compound → HCID 54441420, compound

HRID 1584403Notes

Reaction equation

HRID 1584403 reaction equation
[CH2:1]([CH:8]([S:13]([C:16]1[CH:21]=[CH:20][C:19](Br)=[CH:18][CH:17]=1)(=[O:15])=[O:14])[CH2:9][C:10]([OH:12])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CN(C)C=O>[CH2:1]([CH:8]([S:13]([C:16]1[CH:21]=[CH:20][C:19]([S:13][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:18][CH:17]=1)(=[O:15])=[O:14])[CH2:9][C:10]([OH:12])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 21224130HCID 21224130, compound

Product 1

HCID 54441420HCID 54441420, compoundYield 55.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
75 °C

Procedure

Thiophenol (80 mg) was stirred for 45 min with potassium hydride (40 mg) in N,N-dimethylformamide (1 ml) to produce a homogeneous solution of potassium thiophenolate. To this mixture was added 3-benzyl-3-(4-bromophenylsulfonyl)-propionic acid (100 mg) dissolved in N,N-dimethylformamide (1 ml) at room temperature. After stirring for 16 hours at 75° C. the mixture was partitioned between aqueous citric acid and water, giving a product which was purified by preparative TLC to afford 3-benzyl-3-(4-phenylthiophenylsulfonyl)-propionic acid (30 mg).

Workup

  1. customwas partitioned between aqueous citric acid and water
  2. customgiving a product which
  3. customwas purified by preparative TLC

Sources & evidence

ORD record
ord-3ad3f9af2e89404aacee9151c617413e
Source dataset
uspto-grants-1999_08
Patent number
US05932595

Reaction notes

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