Trifluoroacetic acid → (S)-2-((1-(4-methoxy-2,6-dimethylphenylsulfonyl)piperidin-2-yl)methoxy)acetic acid

HRID 2388664Notes

Reaction equation

HRID 2388664 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][C@H:14]2[CH2:19][O:20][CH2:21][C:22]([O:24]C(C)(C)C)=[O:23])(=[O:12])=[O:11])=[C:5]([CH3:29])[CH:4]=1.FC(F)(F)C(O)=O>ClCCl>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][C@H:14]2[CH2:19][O:20][CH2:21][C:22]([OH:24])=[O:23])(=[O:12])=[O:11])=[C:5]([CH3:29])[CH:4]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57819730HCID 57819730, compound

Product 1

HCID 57819715(S)-2-((1-(4-methoxy-2,6-dimethylphenylsulfonyl)piperidin-2-yl)methoxy)acetic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(S)-tert-butyl 2-((1-(4-methoxy-2,6-dimethylphenylsulfonyl)piperidin-2-yl)-methoxy)acetate (1 eq.) was dissolved in dichloromethane (10 ml/mmol) and cooled, and trifluoroacetic acid (13 eq.) was added slowly at 0° C. After stirring for 2 h at room temperature, the reaction mixture was concentrated in vacuo and dried. The crude product was used in the next stage without being purified further. Yield: quantitative

Workup

  1. temperaturecooled
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. customdried
  4. customwithout being purified further

Sources & evidence

ORD record
ord-f51360cb21ce4a258901e458e76efc8d
Source dataset
uspto-grants-2012_09
Patent number
US08268814B2

Reaction notes

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