Water → HCID 21430629, compound

HRID 1730363Notes

Reaction equation

HRID 1730363 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 filteredoff. The two-phase filtrate was separated and the remainder of the title compound (base) obtained. The combined bases were dissolved in ethanol/HCland ether added until crystallisation occurred. Filtration afforded the title compound as the hydrochloride, three-quarter hydrate, colourless prisms (3.876 g.), m.p. 235.7°. Analysis: Found: C, 62.19; H, 6.28;N, 6.33. C23H26N2O4.HCl.3/4H2O. C, 62.15; H, 6.47; N, 6.13%.

Workup

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

Sources & evidence

ORD record
ord-2d927dc5553e44fc81e06ceb27765259
Source dataset
uspto-grants-1976_11
Patent number
US03992389

Reaction notes

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