Ammonium Chloride → HCID 19814272, compound

HRID 466599Notes

Reaction equation

HRID 466599 reaction equation
[C:1]([C:4]1([O:17][C:18](=[O:24])[NH:19][C:20]([CH3:23])([CH3:22])[CH3:21])[CH2:9][CH2:8][N:7]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[Cl-].[NH4+]>[O-]CC.[Na+]>[CH2:10]([N:7]1[CH2:8][CH2:9][C:4]2([O:17][C:18](=[O:24])[N:19]([C:20]([CH3:23])([CH3:22])[CH3:21])[C:1]2([OH:3])[CH3:2])[CH2:5][CH2:6]1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 19814352HCID 19814352, compound

Product 1

HCID 19814272HCID 19814272, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 2723922Sodium ethoxideSolvent

Procedure

8.3 g of 4-acetyl-1-benzyl-4-tert-butylcarbamoyloxypiperidine are refluxed in 100 ml of an ethanolic sodium ethoxide solution of 0.1 mole/liter concentration under stirring for 3 to 4 hours. After cooling down and adding 10% by weight aqueous ammonium chloride solution to the reaction mixture the most part of the solvent is distilled off under reduced pressure. After adding water to the residue the precipitate is filtered off, washed to chloride-free with water, dried and finally recrystallized from benzene to give the title compound in 78% yield, m.p.: 179°-181° C.

Workup

  1. temperatureAfter cooling down
  2. distillationis distilled off under reduced pressure
  3. additionAfter adding water to the residue the precipitate
  4. filtrationis filtered off
  5. washwashed to chloride-free with water
  6. customdried
  7. customfinally recrystallized from benzene

Sources & evidence

ORD record
ord-22be97bcb3e949a9b3c003e33dde1c5d
Source dataset
uspto-grants-1992_10
Patent number
US05157038

Reaction notes

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