Water → HCID 21395233, compound

HRID 461006Notes

Reaction equation

HRID 461006 reaction equation
[Na].[CH2:2]([N:4]([CH2:8][CH3:9])[CH2:5][CH2:6][OH:7])[CH3:3].[C:10]([NH:18][CH:19]1[CH2:24][CH2:23][N:22]([C:25](Cl)=[O:26])[CH2:21][CH2:20]1)(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.O>C1(C)C=CC=CC=1>[CH2:2]([N:4]([CH2:8][CH3:9])[CH2:5][CH2:6][O:7][C:25]([N:22]1[CH2:21][CH2:20][CH:19]([NH:18][C:10](=[O:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:24][CH2:23]1)=[O:26])[CH3:3]

Participants

6

Reactant 4

HCID 962WaterHCID 7497DiethylethanolamineHCID 5360545SodiumHCID 21395227HCID 21395227, compound

Product 1

HCID 21395233HCID 21395233, compoundYield 59.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

Sodium (0.432 g., 0.0188 mole) was added to β-diethylaminoethanol (2.23 g., 0.0190 mole) in dry toluene (80 ml) and the mixture was refluxed to give a complete solution. 4-Benzamidopiperidine-1-carbonyl chloride (4.2 g., 0.01575 mole) in suspension in dry toluene (150 ml.) was added in portions and the mixture refluxed for 21/2 hours. Water was added to the mixture, the toluene layer was collected, dried and evaporated to give the title compound (3.27 g. 37%), melting point 78°-82° C.

Workup

  1. temperaturethe mixture was refluxed
  2. customto give a complete solution
  3. temperaturethe mixture refluxed for 21/2 hours
  4. customthe toluene layer was collected
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-8ae603c310e14a00a125e0d35a0ec4c1
Source dataset
uspto-grants-1977_12
Patent number
US04061758

Reaction notes

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