Trifluoroacetic acid methylene chloride → Trifluoroacetic acid

HRID 1627170Notes

Reaction equation

HRID 1627170 reaction equation
[F:1][C:2]1([F:15])[CH2:6][CH2:5][CH:4]([NH:7]C(=O)OC(C)(C)C)[CH2:3]1.C(Cl)Cl.[C:19]([OH:25])([C:21]([F:24])([F:23])[F:22])=[O:20]>>[F:1][C:2]1([F:15])[CH2:6][CH2:5][CH:4]([NH2:7])[CH2:3]1.[C:19]([OH:25])([C:21]([F:24])([F:23])[F:22])=[O:20]

Participants

4

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 58293502Tert-butyl 3,3-difluorocyclopentylcarbamate

Product 2

HCID 6422Trifluoroacetic acidYield 99%HCID 53302322HCID 53302322, compound

Conditions

Temperature
25 °C

Procedure

A mixture of tert-butyl 3,3-difluorocyclopentylcarbamate and DCM/TFA (50%, 7 mL) was stirred at 25° C. for 30 min. The reaction mixture was concentrated down and dried in vacuo to afford the title compound as an orange semi-solid, TFA salt (0.51 g, 99%). 1H NMR (400 MHz, DMSO-d6) δ 1.69-1.88 (m, 1 H) 2.00-2.22 (m, 3 H) 2.22-2.38 (m, 1 H) 2.56 (d, J=6.32 Hz, 1 H) 3.71 (d, J=5.31 Hz, 1 H) 8.20 (br. s., 3 H).

Workup

  1. concentrationThe reaction mixture was concentrated down
  2. customdried in vacuo

Sources & evidence

ORD record
ord-8c4907c828ed496d8f1dfa223ccc325c
Source dataset
uspto-grants-2014_07
Patent number
US08785429B2

Reaction notes

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