Triethylamine → HCID 12802932, compound

HRID 434413Notes

Reaction equation

HRID 434413 reaction equation
Cl.Cl.[C:3]([C:11]1[CH:16]=[CH:15][C:14]([CH:17]([CH3:26])[CH2:18][N:19]2[CH2:24][CH2:23][CH:22]([NH2:25])[CH2:21][CH2:20]2)=[CH:13][CH:12]=1)(=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(N(CC)CC)C.[CH:34]1([C:37](Cl)=[O:38])[CH2:36][CH2:35]1>C(Cl)Cl>[C:3]([C:11]1[CH:16]=[CH:15][C:14]([CH:17]([CH3:26])[CH2:18][N:19]2[CH2:24][CH2:23][CH:22]([NH:25][C:37]([CH:34]3[CH2:36][CH2:35]3)=[O:38])[CH2:21][CH2:20]2)=[CH:13][CH:12]=1)(=[O:10])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 20494051HCID 20494051, compound

Product 1

HCID 12802932HCID 12802932, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A stirred solution of 1-[2-(4-benzoylphenyl)propyl]-4-aminopiperidine dihydrochloride, 150 ml. of methylene dichloride and 10.5 g. (0.105 mole) of triethylamine was treated in portions with a solution of 3.9 g. (0.039 mole) of cyclopropanecarbonyl chloride in methylene dichloride. When addition was complete the mixture was allowed to stand at ambinet temperature for twenty-five hours and then washed two times with water, once with aqueous potassium carbonate and once with brine and then dried and taken to dryness in vacuo. Recrystallization of the residue from diethyl ether gave 1-[2-(4-benzoylphenyl)propyl]-4-cyclopropanecarbonylaminopiperidine, m.p. 159°-160° C.

Workup

  1. additionWhen addition
  2. waitto stand at ambinet temperature for twenty-five hours
  3. washwashed two times with water
  4. dry with materialonce with aqueous potassium carbonate and once with brine and then dried
  5. customRecrystallization of the residue from diethyl ether

Sources & evidence

ORD record
ord-006d507b30cb4d1da5ba7f0e43f16423
Source dataset
uspto-grants-1983_08
Patent number
US04396765

Reaction notes

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