Hydrochloric Acid → HCID 19748289, compound

HRID 484481Notes

Reaction equation

HRID 484481 reaction equation
[C:1]([C:3](C)([CH:9]1[CH2:14][CH2:13][N:12]([CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:11][CH2:10]1)[C:4](OCC)=O)#[N:2].[OH-].[Na+].[ClH:25]>>[ClH:25].[CH3:4][CH:3]([CH:9]1[CH2:10][CH2:11][N:12]([CH2:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:13][CH2:14]1)[C:1]#[N:2]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14989189HCID 14989189, compound

Product 1

HCID 19748289HCID 19748289, compoundYield 30.3%

Procedure

To 45 parts of cooled ethyl α-cyano-α-methyl-1-(phenylmethyl)-4-piperidineacetate were added 250 parts of a sodium hydroxide solution 2N. After stirring overnight at room temperature, the reaction mixture was cooled, neutralized with hydrochloride acid and then evaporated. The residue was taken up in 45 parts of N,N-dimethylacetamide and the whole was heated for 5 hours at 150° C. and then evaporated again, yielding 16 parts (30.3%) of α-methyl-1-(phenylmethyl)-4-piperidineacetonitrile monohydrochloride (int. 31).

Workup

  1. temperaturethe reaction mixture was cooled
  2. customevaporated
  3. temperaturethe whole was heated for 5 hours at 150° C.
  4. customevaporated again

Sources & evidence

ORD record
ord-6886ee1f428f48b8a8b6c1887ff6a647
Source dataset
uspto-grants-1993_07
Patent number
US05231184

Reaction notes

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