Dimethylamine → HCID 15068657, compound

HRID 622090Notes

Reaction equation

[CH2:1]([N:5]1[CH2:10][CH2:9][C:8](=O)[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4].[CH3:12][NH:13][CH3:14]>>[CH2:1]([N:5]1[CH2:10][CH2:9][C:8]([N:13]([CH3:14])[CH3:12])=[CH:7][CH2:6]1)[CH2:2][CH2:3][CH3:4]

Participants

Reactant 2

HCID 674Dimethylamine

HCID 899951-Butyl-4-piperidone

Product 1

HCID 15068657HCID 15068657, compoundYield 77.9%

Procedure

1-Butyl-4-piperidone is reacted with dimethylamine gas as described in Example 1, affording 1-butyl-4-dimethylamino-1,2,5,6-tetrahydropyridine with a yield of 77.9%, bp.: 103°-106° C./1.5 kPa. The tetrahydropyridine derivative so obtained is freshly distilled and reacted with acrolein as described in Example 1, to give a light yellow oil with a yield of 44.2%, consisting of 75% of 6α-, and 25% of 6β-dimethylamino-3-butyl-3-azabicyclo[3.3.1]nonan-9-one, bp.: 110°-116° C./7 Pa; nD20 =1.4933.

Sources & evidence

ORD record: ord-e871a2eec303460bb4dc8548149babd7
Source dataset: uspto-grants-1988_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04769373

Reaction notes

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