Triethylamine → HCID 12802932, compound

HRID 1659607Notes

Reaction equation

HRID 1659607 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 ambient temperature for twenty-four 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 ambient temperature for twenty-four 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-2e16a8ce08c34b52850342bff10d8261
Source dataset
uspto-grants-1981_12
Patent number
US04304911

Reaction notes

Loading…