Ammonia → HCID 18668788, compound

HRID 1058615Notes

Reaction equation

HRID 1058615 reaction equation
[CH2:1]1[CH2:13][O:12][C:3]2([CH2:8][CH2:7][N:6]([CH2:9][C:10]#[N:11])[CH2:5][CH2:4]2)[O:2]1.N>[Ni]>[NH2:11][CH2:10][CH2:9][N:6]1[CH2:5][CH2:4][C:3]2([O:12][CH2:13][CH2:1][O:2]2)[CH2:8][CH2:7]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 186688031,4-Dioxa-8-azaspiro[4.5]decane-8-acetonitrile

Product 1

HCID 18668788HCID 18668788, compoundYield 77.8%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

A suspension of 12.7 g of 4,4-ethylenedioxy-1-piperidineacetonitrile, 1.3 ml of Raney nickel and 113 ml of 2% methanolic solution of ammonia was catalytically hydrogenated at room temperature under 50 atm for 20 hours. After the reaction, the catalyst was filtered off, and the filtrate was concentrated. The resulting pale green liquid was purified by alumina column chromatography [eluting solvent: ethyl acetate→ethyl acetate—methanol (10:1)] to give 10.1 g of a colorless liquid.

Workup

  1. customAfter the reaction
  2. filtrationthe catalyst was filtered off
  3. concentrationthe filtrate was concentrated
  4. customThe resulting pale green liquid was purified by alumina column chromatography [eluting solvent: ethyl acetate→ethyl acetate—methanol (10:1)]

Sources & evidence

ORD record
ord-80eab6727b4b4bb39dad5bc0f5280330
Source dataset
uspto-grants-2003_02
Patent number
US06518265B1

Reaction notes

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