Trifluoroacetic acid → HCID 10108118, compound

HRID 359459Notes

Reaction equation

HRID 359459 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH3:12][C:13]1[CH:14]=[N:15][C:16]2[CH:17]([S:23]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[O:24])[CH2:18][CH2:19][CH2:20][C:21]=2[CH:22]=1.FC(F)(F)C(O)=O>ClCCl>[CH3:12][C:13]1[CH:14]=[N:15][C:16]2[CH:17]([S:23]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)(=[O:9])=[O:24])[CH2:18][CH2:19][CH2:20][C:21]=2[CH:22]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 70297m-Chloroperbenzoic acidHCID 10265218HCID 10265218, compound

Product 1

HCID 10108118HCID 10108118, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of m-chloroperbenzoic acid (1.4g) in dichloromethane (25ml) was added to a stirred solution of 5,6,7,8-tetrahydro-3-methyl-8-phenylsulphinylquinoline (1.87g) and trifluoroacetic acid (1.2ml) in dichloromethane (25ml). After stirring at ambient temperature for 1h, the reaction mixture was washed with 2M sodium hydroxide, dried over magnesium sulphate and evaporated to a solid. After chromatography on silica eluting with ether the product was recrystallised from diisopropylether affording white crystals, mp 84°-86° C.

Workup

  1. washthe reaction mixture was washed with 2M sodium hydroxide
  2. dry with materialdried over magnesium sulphate
  3. customevaporated to a solid
  4. customAfter chromatography on silica eluting with ether the product was recrystallised from diisopropylether affording white crystals, mp 84°-86° C.

Sources & evidence

ORD record
ord-a8af3838c18a4fa99ff9084359824824
Source dataset
uspto-grants-1991_03
Patent number
US05001131

Reaction notes

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