Ammonia → 3-Amino-1-(diphenylmethyl)azetidine

HRID 1063230Notes

Reaction equation

HRID 1063230 reaction equation
[NH3:1].[CH:2]([N:15]1[CH2:18][CH:17](OS(C)(=O)=O)[CH2:16]1)([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>CO>[CH:2]([N:15]1[CH2:18][CH:17]([NH2:1])[CH2:16]1)([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 27587161-(Diphenylmethyl)azetidin-3-yl methanesulfonate

Product 1

HCID 57445463-Amino-1-(diphenylmethyl)azetidine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ammonia gas was bubbled through a solution of methanesulfonic acid 1-benzhydryl-azetidin-3-yl ester (952.4 mg, 3 mmol) in MeOH (15 mL). After 2 hours, TLC showed the reaction to be complete. The title compound was obtained as a white solid (643.5 mg, 90%) after removal of the solvent. MS: 239 (MH+); HPLC Rf: 3.54 min; HPLC purity: 98%.

Workup

  1. customthe reaction

Sources & evidence

ORD record
ord-06da30a5bf93434caaa6db6e86543b2b
Source dataset
uspto-grants-2005_11
Patent number
US06964961B2

Reaction notes

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