1-Benzhydryl-3-[3-(trifluoromethyl)phenoxy]azetidine → 3-[3-(Trifluoromethyl)phenoxy]azetidine

HRID 1711758Notes

Reaction equation

HRID 1711758 reaction equation
C([N:14]1[CH2:17][CH:16]([O:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([F:28])([F:27])[F:26])[CH:20]=2)[CH2:15]1)(C1C=CC=CC=1)C1C=CC=CC=1>[Pd].C(O)(=O)C>[F:28][C:25]([F:26])([F:27])[C:21]1[CH:20]=[C:19]([CH:24]=[CH:23][CH:22]=1)[O:18][CH:16]1[CH2:17][NH:14][CH2:15]1

Participants

4

Reactant 1

HCID 117286941-Benzhydryl-3-[3-(trifluoromethyl)phenoxy]azetidine

Product 1

HCID 111385383-[3-(Trifluoromethyl)phenoxy]azetidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

44 mg of 10% palladium on charcoal was added to a solution of 0.23 mmol 1-benzhydryl-3-(3-trifluoromethyl-phenoxy)-azetidine in 5 ml acetic acid. The reaction mixture was hydrogenated for 3 hours at room temperature and normal pressure. Filtration and concentration yielded the crude product which was used in the next step without further purification. MS (m/e): 218.2 (M+H+, 100%).

Workup

  1. filtrationFiltration and concentration

Sources & evidence

ORD record
ord-2ac42e4bf69a4dfcb88436f87cc9d6d2
Source dataset
uspto-grants-2010_09
Patent number
US07790763B2

Reaction notes

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