Hydrochloric Acid → 1-(Azetidin-3-yl)-N,N-dimethylmethanamine--hydrogen chloride (1/2)

HRID 1796971Notes

Reaction equation

HRID 1796971 reaction equation
[ClH:1].C1(C([N:15]2[CH2:18][CH:17]([CH2:19][N:20]([CH3:22])[CH3:21])[CH2:16]2)C2C=CC=CC=2)C=CC=CC=1>CO.[Pd]>[ClH:1].[ClH:1].[NH:15]1[CH2:18][CH:17]([CH2:19][N:20]([CH3:22])[CH3:21])[CH2:16]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 22174649HCID 22174649, compound

Product 1

HCID 230335421-(Azetidin-3-yl)-N,N-dimethylmethanamine--hydrogen chloride (1/2)Yield 76%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

Hydrogen chloride in methanol was added to a mixture of [1-(1,1-diphenylmethyl)azetidin-3-ylmethyl]dimethylamine (9.9 g, 35 mmol) in methanol (150 mL) until pH=4. Palladium hydroxyde (1.5 g, 20%) was added and the resulting mixture hydrogenated at room temperature at 50 p.s.i. for 4 days. The mixture was filtered through Celite and the filtrate evaporated under reduced pressure to give the title compound (5.0 g, 76%) as a white solid.

Workup

  1. customhydrogenated at room temperature at 50 p.s.i
  2. filtrationThe mixture was filtered through Celite
  3. customthe filtrate evaporated under reduced pressure

Sources & evidence

ORD record
ord-e08e6644924048479955d13b168c6218
Source dataset
uspto-grants-2006_04
Patent number
US07034016B2

Reaction notes

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