Hydrochloric Acid → HCID 21448604, compound

HRID 596879Notes

Reaction equation

HRID 596879 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=[O:14])[C:10]([CH3:16])([CH3:15])[CH:9]1[CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Li].[CH:27]#[CH:28].[ClH:29]>>[ClH:29].[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([CH2:27][CH3:28])([OH:14])[C:10]([CH3:15])([CH3:16])[CH:9]1[CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 21448609HCID 21448609, compoundHCID 86734546HCID 86734546, compound

Product 1

HCID 21448604HCID 21448604, compoundYield 55%

Procedure

In a manner similar to the method described in example 47, 5 g of 1-benzyl-3,3-dimethyl-2-(p-methoxybenzyl)-4-piperidone is reacted with acetylene lithium (prepared from 1 g of lithium in 75 ml of liquid ammonia). The crude product from this reaction is reduced catalytically as described before, leading to the above-mentioned compound which is secured as the hydrochloride. Yield 55%. Melting point 171° - 172° C with decomposition.

Sources & evidence

ORD record
ord-8cc6fb6949004aab80a07853e8162048
Source dataset
uspto-grants-1977_03
Patent number
US04012392

Reaction notes

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