Acetic Acid → 4-(4-(2-Quinolinylmethylsulfonyl)styryl)benzoic acid

HRID 1086236

Reaction equation

HRID 1086236 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][S:12]([C:14]1[CH:30]=[CH:29][C:17]([CH:18]=[CH:19][C:20]2[CH:28]=[CH:27][C:23]([C:24]([OH:26])=[O:25])=[CH:22][CH:21]=2)=[CH:16][CH:15]=1)=[O:13].C(O)(=[O:33])C.OO>ClCCl>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][S:12]([C:14]1[CH:15]=[CH:16][C:17]([CH:18]=[CH:19][C:20]2[CH:21]=[CH:22][C:23]([C:24]([OH:26])=[O:25])=[CH:27][CH:28]=2)=[CH:29][CH:30]=1)(=[O:33])=[O:13]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 545127564-(4-(2-Quinolinylmethylsulfinyl)styryl)benzoic acid

Product 1

HCID 544571334-(4-(2-Quinolinylmethylsulfonyl)styryl)benzoic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 3 mmol of the sulfinyl compound from Step A in acetic acid (40 mmol) is added 30% hydrogen peroxide (2 ml). The mixture is stirred at ambient temperature and assayed by TLC. Upon disappearance of the sulfinyl starting compound, the reaction mixture is diluted with dichloromethane, washed with dilute aqueous sodium bisulfite and water, dried and evaporated to give 4-(4-(2-quinolinylmethylsulfonyl)-styryl)benzoic acid.

Workup

  1. washwashed with dilute aqueous sodium bisulfite and water
  2. customdried
  3. customevaporated

Sources & evidence

ORD record
ord-ba713437fb944dfcb0ab6e36deade4ae
Source dataset
uspto-grants-1991_07
Patent number
US05028615

Linked notes

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