Hexane → HCID 178457327, compound

HRID 2118987Notes

Reaction equation

HRID 2118987 reaction equation
[C:1]1([N:7]([CH2:18][CH2:19][N:20]([CH3:22])[CH3:21])[C:8]([C:10]2[C:11]([CH2:16][CH3:17])=[N:12][O:13][C:14]=2[CH3:15])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CCCCCC>[Pd].C(O)C>[C:14]([C:10](=[C:11]([NH2:12])[CH2:16][CH3:17])[C:8]([N:7]([CH2:18][CH2:19][N:20]([CH3:22])[CH3:21])[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)=[O:9])(=[O:13])[CH3:15]

Participants

5

Reactant 2

HCID 8058HexaneHCID 13982572HCID 13982572, compound

Product 1

HCID 178457327HCID 178457327, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 51.2 grams (0.17 mole) of N-phenyl-N-(2-dimethylaminoethyl)-3-ethyl-5-methyl-4-isoxazole carboxamide and 5.2 grams of 10% palladium on carbon in 200 milliliters ethanol is hydrogenated at 50 pounds per square inch at room temperature overnight. The catalyst is removed by filtration and the solvent is evaporated in vacuo. The residue obtained is then treated with hexane and the resulting crystals triturated with ether to give 2-acetyl-3-amino-N-(2-dimethylaminoethyl)-N-phenyl-2-pentenamide, m.p. 103°-105° C.

Workup

  1. customThe catalyst is removed by filtration
  2. customthe solvent is evaporated in vacuo
  3. customThe residue obtained
  4. customthe resulting crystals triturated with ether

Sources & evidence

ORD record
ord-c6f33c1dcf2f458782e626d217fd01d9
Source dataset
uspto-grants-1987_07
Patent number
US04681898

Reaction notes

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