Water → HCID 21430629, compound

HRID 437253Notes

Reaction equation

HRID 437253 reaction equation
Cl.Cl.[NH2:3][CH:4]1[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][CH2:12][C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:14])[CH2:6][CH2:5]1.O.C(=O)([O-])[O-:23].[K+].[K+].[CH2:28](Cl)[C:29]1[CH:37]=[CH:36][C:35]2[O:34][CH2:33][O:32][C:31]=2[CH:30]=1>C(Cl)(Cl)Cl>[C:28]([NH:3][CH:4]1[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][CH2:12][C:13]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)=[O:14])[CH2:6][CH2:5]1)(=[O:23])[C:29]1[CH:37]=[CH:36][C:35]2[O:34][CH2:33][O:32][C:31]=2[CH:30]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 887131,3-Benzodioxole, 5-(chloromethyl)-HCID 227548374-Amino-1-(4-phenyl-4-oxobutyl)piperidine dihydrochloride

Product 1

HCID 21430629HCID 21430629, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

4-Amino-1-(4-phenyl-4-oxobutyl)piperidine dihydrochloride (3.19 g.) was stirred in chloroform (50 ml.). Water (20 ml.) containing potassium carbonate (8.28 g.) was added followed by dropwise addition of piperonyl chloride (1.84 g.) in chloroform (10 ml.). The mixture was stirred for 18 hr. Some of the title compound separated as the free base and was filtered off. The two-phase filtrate was separated and the remainder of the title compound (base) obtained. The combined bases were dissolved in ethanol/HCl and ether added until crystallisation occurred. Filtration afforded the title compound as the hydrochloride, three-quarter hydrate, colorless prisms (3.876 g.) m.p. 235.7°.

Workup

  1. additionwas added
  2. customSome of the title compound separated as the free base
  3. filtrationwas filtered off
  4. customThe two-phase filtrate was separated

Sources & evidence

ORD record
ord-78223a9652c548f59d9f873f7c9e218c
Source dataset
uspto-grants-1977_06
Patent number
US04029801

Reaction notes

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