Trifluoroacetic acid → 2-(4-(2,2-Difluoropropoxy)phenyl)ethanamine

HRID 1749463Notes

Reaction equation

HRID 1749463 reaction equation
[F:1][C:2]([F:22])([CH3:21])[CH2:3][O:4][C:5]1[CH:20]=[CH:19][C:8]([CH2:9][CH2:10][NH:11]C(=O)OC(C)(C)C)=[CH:7][CH:6]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:1][C:2]([F:22])([CH3:21])[CH2:3][O:4][C:5]1[CH:20]=[CH:19][C:8]([CH2:9][CH2:10][NH2:11])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 118162105tert-butyl 4-(2,2-Difluoropropoxy)phenethylcarbamate

Product 1

HCID 846810282-(4-(2,2-Difluoropropoxy)phenyl)ethanamine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-(2,2-difluoropropoxyl)phenethylcarbamate (95 mg, 0.30 mmol) in DCM (2 mL) was added TFA (1 mL) at 0˜5° C. The resulting reaction mixture was stirred at room temperature for 1.5 h. The reaction mixture was concentrated to give the crude product, which was used directly for next step without further purification (70 mg crude). MS (ESI) m/z 216.1 [M+H]+.

Workup

  1. customThe resulting reaction mixture
  2. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-9a3fca7cff6c49068fd7b158ec386c72
Source dataset
uspto-grants-2015_10
Patent number
US09156798B2

Reaction notes

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