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

HRID 2074029
Notes
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Reaction equation

HRID 2074029 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-b8209a13935c469db8acc87caeabd7c6
Source dataset
uspto-grants-1990_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04920132

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes