Ethanolamine → 2-(3-Methylbutyl)-4,5-dihydro-1,3-oxazole

HRID 2309308Notes

Reaction equation

HRID 2309308 reaction equation
[CH2:1]([C:6]#[N:7])[CH2:2][CH:3]([CH3:5])[CH3:4].[CH2:8]([CH2:10]N)[OH:9]>O.O.C([O-])(=O)C.[Cd+2].C([O-])(=O)C>[CH2:1]([C:6]1[O:9][CH2:8][CH2:10][N:7]=1)[CH2:2][CH:3]([CH3:5])[CH3:4]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 10956Pentanenitrile, 4-methyl-

Product 1

HCID 201849552-(3-Methylbutyl)-4,5-dihydro-1,3-oxazole

Reagents, catalysts & solvents 1

HCID 6537495Cadmium acetate, dihydrateCatalyst

Conditions

Temperature
115 °C

Procedure

A mixture of about 50.g grams (0.515 mole) isoamyl cyanide, about 31.5 grams (0.515 mole) ethanolamine, and about 3.2 grams (0.012 mole) cadmium acetate dihydrate is heated to about 115 degrees C. to about 125 degrees C. and stirred under nitrogen for about two days. The product is distilled under vacuum and the fraction boiling at about 81 degrees C. to about 84 degrees C. at about 29 mmHg is collected.

Workup

  1. customto about 125 degrees C
  2. distillationThe product is distilled under vacuum
  3. customto about 84 degrees C
  4. customat about 29 mmHg is collected

Sources & evidence

ORD record
ord-e1875b2239f744049f06eb7d48e32b16
Source dataset
uspto-grants-1987_09
Patent number
US04695295

Reaction notes

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