Ethanol → HCID 178442808, compound

HRID 2352206Notes

Reaction equation

HRID 2352206 reaction equation
[C:1]([C:3]([NH:9][C:10](=O)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])([C:5]([CH3:8])([CH3:7])[CH3:6])[CH3:4])#[N:2].[CH2:21](O)[CH3:22]>[OH-].[NH4+].[Ni]>[CH3:4][C:3]1([C:5]([CH3:8])([CH3:7])[CH3:6])[CH2:1][NH:2][C:10]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:21][CH3:22])=[N:9]1

Participants

5

Reactant 2

HCID 702EthanolHCID 19825973HCID 19825973, compound

Product 1

HCID 178442808HCID 178442808, compoundYield 52%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 14923Ammonium HydroxideSolvent

Procedure

15 g of 2-cyano-2-decanoylamino-3,3-dimethylbutane (prepared from acylation of aminonitrile obtained from treatment of pinacolone with sodium cyanide and ammonium chloride) in 250 ml of 95% ethanol and 70 ml of ammonium hydroxide was hydrogenated with T-1 Raney Nickel. The catalyst was filtered off. The filtrate was concentrated and the residue was distilled at reduced pressure to give 7.5 g (52%) of the product.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationThe filtrate was concentrated
  3. distillationthe residue was distilled at reduced pressure

Sources & evidence

ORD record
ord-4ab5428cf7754885bf692650df2618f0
Source dataset
uspto-grants-1989_10
Patent number
US04876249

Reaction notes

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