Trifluoroacetic acid → 3-[1-(3,5-Difluorophenyl)-2,2-dimethylpropylidene]azetidine

HRID 602705Notes

Reaction equation

HRID 602705 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9](=[C:14]2[CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15]2)[C:10]([CH3:13])([CH3:12])[CH3:11])[CH:5]=[C:6]([F:8])[CH:7]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([C:9](=[C:14]2[CH2:15][NH:16][CH2:17]2)[C:10]([CH3:13])([CH3:12])[CH3:11])[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67065934Tert-butyl 3-[1-(3,5-difluorophenyl)-2,2-dimethylpropylidene]azetidine-1-carboxylate

Product 1

HCID 670658933-[1-(3,5-Difluorophenyl)-2,2-dimethylpropylidene]azetidine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 210 mg (0.623 mmol) of tert-butyl 3-[1(3,5-difluorophenyl)-2,2-dimethylpropylidene]azetidine-1-carboxylate in 1 mL of CH2Cl2, was added 1.5 mL of TFA followed by stirring for 1 h at rt. The reaction mixture was concentrated and washed with ether to afford the title compound as white solid; Mass Spectrum: m/e=238 (M+1).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. washwashed with ether

Sources & evidence

ORD record
ord-f1c9ff4245b641ccaa998e0b73d7f950
Source dataset
uspto-grants-2011_03
Patent number
US07906503B2

Reaction notes

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