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

HRID 373950

Reaction equation

HRID 373950 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-01cf7ebcee884278be3216537458d942
Source dataset
uspto-grants-1992_11
Patent number
US05166210

Linked notes

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