Water → 1-Benzyl-4-morpholinopiperidine-4-carbonitrile

HRID 50056Notes

Reaction equation

[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH2:7]([N:14]1[CH2:19][CH2:18][C:17](=O)[CH2:16][CH2:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C-:21]#[N:22].[K+].O>CCO.O>[CH2:7]([N:14]1[CH2:19][CH2:18][C:17]([C:21]#[N:22])([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)[CH2:16][CH2:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

Conditions

Temperature: 60 °C

Procedure

2.5 ml of morpholine and then 5.1 g of Na2S2O5 are added to a mixture of 5 g of 1-benzylpiperid-4-one and 1.9 g of potassium cyanide in 50 ml of an EtOH/water mixture (50/50; v/v) and the resulting mixture is heated at 60° C. for 2 hours. A further 2.5 ml of morpholine are added and the reaction mixture is stirred overnight at RT. Water is added and the crystalline product formed is filtered off to give 5.5 g of the expected product.

Workup

customthe crystalline product formed
filtrationis filtered off

Sources & evidence

ORD record: ord-b1ca84bfeb724cd2b5316784d5e432c6
Source dataset: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06710042B2

Reaction notes

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