Trifluoroacetic acid → HCID 86697154, compound

HRID 237494Notes

Reaction equation

HRID 237494 reaction equation
[Br:1][C:2]1[C:20]([CH3:21])=[CH:19][C:5]([O:6][CH2:7][CH:8]2[CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9]2)=[CH:4][C:3]=1[CH3:22].FC(F)(F)C(O)=O>ClCCl.C([O-])(O)=O.[Na+]>[Br:1][C:2]1[C:20]([CH3:21])=[CH:19][C:5]([O:6][CH2:7][CH:8]2[CH2:11][NH:10][CH2:9]2)=[CH:4][C:3]=1[CH3:22]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86697155HCID 86697155, compound

Product 1

HCID 86697154HCID 86697154, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 516892Sodium BicarbonateSolvent

Conditions

Temperature
0 °C

Procedure

tert-Butyl 3-((4-bromo-3,5-dimethylphenoxy)methyl)azetidine-1-carboxylate (900 mg) and trifluoroacetic acid (0.3 mL) are dissolved in dichloromethane (40 mL). The reaction mixture is stirred at 0° C. for 6 hours, diluted with a saturated aqueous solution of NaHCO3, dried (MgSO4) and concentrated to give the title compound. Yield: 400 mg.

Workup

  1. dry with materialdried (MgSO4)
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-4e5d027a6ac54f6189b6d4c03bdc830e
Source dataset
uspto-grants-2014_02
Patent number
US08642585B2

Reaction notes

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