Sodium Hydroxide → HCID 13644890, compound

HRID 565655Notes

Reaction equation

HRID 565655 reaction equation
[C:1]1([CH:7]([NH:14][CH:15]2[CH2:20][CH2:19][N:18](C(OCC)=O)[CH2:17][CH2:16]2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>CO.O>[C:8]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[NH:14][CH:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 22110998HCID 22110998, compound

Product 1

HCID 13644890HCID 13644890, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of ethyl 4-[(diphenylmethyl)amino]-1-piperidinecarboxylate (42 g) and sodium hydroxide (50 g) in methanol (300 mL) was refluxed for 24 hours. This reaction mixture was diluted with water and extracted with chloroform. The extract was washed with saturated aqueous NaCl, dried over MgSO4, and concentrated under reduced pressure to give N-(diphenylmethyl)-4-piperidinamine. This product was converted to the dihydrochloride using 4N-HCl solution in ethanol and the precipitate was collected by filtration and dried to provide 31 g of the title compound. Yield 73%.

Workup

  1. extractionextracted with chloroform
  2. washThe extract was washed with saturated aqueous NaCl
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-aa0d6b1291c94d2180f286723ef58f62
Source dataset
uspto-grants-2001_01
Patent number
US06172085B2

Reaction notes

Loading…