Acetaldehyde → HCID 21512543, compound

HRID 1576395Notes

Reaction equation

[CH2:1]([N:8]1[CH2:13][CH2:12][CH2:11][C:10](=O)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N)C.[CH2:18]([N:25]1CCC[CH:27](NCC)[CH2:26]1)[C:19]1C=CC=CC=1.C(=O)C>>[CH2:1]([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([N:25]([CH2:26][CH3:27])[CH2:18][CH3:19])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 4

HCID 177Acetaldehyde

HCID 6341Ethylamine

HCID 966503-Piperidinone, 1-(phenylmethyl)-

HCID 10242516HCID 10242516, compound

Product 1

HCID 21512543HCID 21512543, compound

Procedure

By the procedure of Example 1, hydrogenating 1-benzyl-3-piperidone and ethylamine, then treating the resulting 1-benzyl-3-ethylaminopiperidine with acetaldehyde and hydrogenating to give 1-benzyl-3-diethylaminopiperidine, and removing the benzyl group by hydrogenating with palladium on carbon in methanol gives 3-diethylaminopiperidine.

Sources & evidence

ORD record: ord-785b3cd148b14feaa4adf6fb68511f2e
Source dataset: uspto-grants-1976_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03980788

Reaction notes

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