Trifluoroacetic acid → 3-(3-Chloro-2-fluorophenyl)pyrrolidin-3-ol

HRID 1931877Notes

Reaction equation

HRID 1931877 reaction equation
[Cl:1][C:2]1[C:3]([F:21])=[C:4]([C:8]2([OH:20])[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9]2)[CH:5]=[CH:6][CH:7]=1.FC(F)(F)C(O)=O>ClCCl>[Cl:1][C:2]1[C:3]([F:21])=[C:4]([C:8]2([OH:20])[CH2:12][CH2:11][NH:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67404349Tert-butyl 3-(3-chloro-2-fluorophenyl)-3-hydroxypyrrolidine-1-carboxylate

Product 1

HCID 685157443-(3-Chloro-2-fluorophenyl)pyrrolidin-3-ol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Preparation according to Preparation 2: tert-Butyl 3-(3-chloro-2-fluorophenyl)-3-hydroxypyrrolidin-1-carboxylate (4.42 g, 14 mmol), dichloromethane (100 mL), trifluoroacetic acid (10 mL). Stirred for 1 h. Yield: 2.24 g.

Workup

  1. customPreparation
  2. customaccording to Preparation 2

Sources & evidence

ORD record
ord-d6c04860c10a4623b05ff2051763510e
Source dataset
uspto-grants-2012_05
Patent number
US08188301B2

Reaction notes

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