Trifluoroacetic acid → 3-(Trifluoromethyl)pyrrolidin-3-ol (trifluoroacetate)

HRID 270109Notes

Reaction equation

HRID 270109 reaction equation
[OH:1][C:2]1([C:14]([F:17])([F:16])[F:15])[CH2:6][CH2:5][N:4](C(OC(C)(C)C)=O)[CH2:3]1.[C:18]([C:22](O)=[O:23])([F:21])([F:20])[F:19]>C(Cl)Cl>[F:19][C:18]([F:21])([F:20])[C:22]([O:1][C:2]1([C:14]([F:15])([F:16])[F:17])[CH2:6][CH2:5][NH:4][CH2:3]1)=[O:23]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 50986427Tert-butyl 3-hydroxy-3-(trifluoromethyl)pyrrolidine-1-carboxylate

Product 1

HCID 1317271793-(Trifluoromethyl)pyrrolidin-3-ol (trifluoroacetate)

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 3-hydroxy-3-(trifluoromethyl)pyrrolidine-1-carboxylate (310 mg, 1.21 mmol) was treated with 20% CF3CO2H in CH2Cl2 for 4 h at room temperature. The volatiles were removed in vacuo to give the subtitled compound (330 mg).

Workup

  1. customThe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-133d261f985c4e65b0ec60f324530ce3
Source dataset
uspto-grants-2008_11
Patent number
US07449475B2

Reaction notes

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