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

HRID 842814Notes

Reaction equation

HRID 842814 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]([O:18][CH2:19][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:30]=[CH:29][C:17]([O:18][CH2:19][C:20]2[CH:21]=[CH:22][C:23]([C:24]([OH:26])=[O:25])=[CH:27][CH:28]=2)=[CH:16][CH:15]=1)(=[O:33])=[O:13]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 147741614-(4-(2-Quinolinylmethylsulfinyl)phenoxymethyl)benzoic acid

Product 1

HCID 147741624-(4-(2-Quinolinylmethylsulfonyl)phenoxymethyl)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)phenoxymethyl)benzoic acid.

Workup

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

Sources & evidence

ORD record
ord-ffa022f1348548bc8711dd38b1200bdc
Source dataset
uspto-grants-2002_04
Patent number
US06376512B1

Reaction notes

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