Trifluoroacetic acid → 3-(3,4-Difluorophenyl)pyrrolidin-3-ol

HRID 1931881Notes

Reaction equation

HRID 1931881 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2([OH:21])[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10]2)[CH:5]=[CH:6][C:7]=1[F:8].FC(F)(F)C(O)=O>ClCCl>[F:1][C:2]1[CH:3]=[C:4]([C:9]2([OH:21])[CH2:13][CH2:12][NH:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67405004Tert-butyl 3-(3,4-difluorophenyl)-3-hydroxypyrrolidine-1-carboxylate

Product 1

HCID 635869723-(3,4-Difluorophenyl)pyrrolidin-3-ol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Preparation according to Preparation 2: tert-Butyl 3-(3,4-difluorophenyl)-3-hydroxy-pyrrolidin-1-carboxylate (2.6 g, 8.69 mmol), dichloromethane (3 mL) and trifluoroacetic acid (3 mL). Stirred for 4 h. Yield: 1.32 g. MS m/z (relative intensity, 70 eV) 199 (M+, 876), 141 (bp), 127 (58), 113 (99), 63 (55).

Workup

  1. customPreparation
  2. customaccording to Preparation 2

Sources & evidence

ORD record
ord-dad29534054048a6bf42ece514e1496f
Source dataset
uspto-grants-2012_05
Patent number
US08188301B2

Reaction notes

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