Trifluoroacetic acid → 3-(3-Chloro-4-fluorophenyl)pyrrolidin-3-ol

HRID 1931862Notes

Reaction equation

HRID 1931862 reaction equation
[Cl: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>[Cl: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 67402987Tert-butyl 3-(3-chloro-4-fluorophenyl)-3-hydroxypyrrolidine-1-carboxylate

Product 1

HCID 685178373-(3-Chloro-4-fluorophenyl)pyrrolidin-3-ol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Preparation according to Preparation 2: tert-Butyl 3-(3-chloro-4-fluorophenyl)-3-hydroxypyrrolidin-1-carboxylate (0.87 g, 2.77 mmol), dichloromethane (3 mL) and trifluoroacetic acid (3 mL). Stirred for 5 h. Yield: 0.31 g. MS m/z (rel. intensity, 70 eV) 215 (M+, 72), 157 (bp), 133 (53), 130 (62), 129 (98).

Workup

  1. customPreparation
  2. customaccording to Preparation 2

Sources & evidence

ORD record
ord-1c33b6d5f307487697475df2bcd20020
Source dataset
uspto-grants-2012_05
Patent number
US08188301B2

Reaction notes

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