Sodium Hydroxide → 1-(1,2,3,4-Tetrahydro-4-oxo-1-naphthoyl)-2-(pyrrolidin1-ylmethyl)piperidine hydrochloride

HRID 326731Notes

Reaction equation

HRID 326731 reaction equation
Cl.Cl.[N:3]1([CH2:8][CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][NH:10]2)[CH2:7][CH2:6][CH2:5][CH2:4]1.[O:15]=[C:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]([C:26]([Cl:28])=[O:27])[CH2:18][CH2:17]1.[OH-].[Na+]>>[ClH:28].[O:15]=[C:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]([C:26]([N:10]2[CH2:11][CH2:12][CH2:13][CH2:14][CH:9]2[CH2:8][N:3]2[CH2:7][CH2:6][CH2:5][CH2:4]2)=[O:27])[CH2:18][CH2:17]1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 189151202-(1-Pyrrolidinylmethyl)piperidine dihydrochlorideHCID 189151361,2,3,4-Tetrahydro-4-oxo-1-naphthoyl chloride

Product 1

HCID 189149711-(1,2,3,4-Tetrahydro-4-oxo-1-naphthoyl)-2-(pyrrolidin1-ylmethyl)piperidine hydrochlorideYield 76.7%

Procedure

From 3.48 g of 2-(pyrrolidin-1-ylmethyl)piperidine dihydrochloride, 4.44 g of 1,2,3,4-tetrahydro-4-oxo-1-naphthoyl chloride and 63.9 ml of 1N aqueous sodium hydroxide solution. 4.17 g of the title compound was obtained, melting at 239°-242° C. (dec). using a procedure similar to that in Example 1.

Sources & evidence

ORD record
ord-3a48b6788680461e9da54efb9ee6e79c
Source dataset
uspto-grants-1993_12
Patent number
US05270327

Reaction notes

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