Ethanolamine → 2-Pentyl-2-oxazoline

HRID 1086420Notes

Reaction equation

HRID 1086420 reaction equation
[C:1](#[N:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].C(C#N)CCCCCCCCCC.[CH2:21]([CH2:23]N)[OH:22]>O.O.C([O-])(=O)C.[Zn+2].C([O-])(=O)C>[CH2:2]([C:1]1[O:22][CH2:21][CH2:23][N:7]=1)[CH2:3][CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 3

HCID 700EthanolamineHCID 12352HexanenitrileHCID 17092Dodecanenitrile

Product 1

HCID 146517902-Pentyl-2-oxazolineYield 60%

Reagents, catalysts & solvents 1

HCID 2724192Zinc acetate (USP)Catalyst

Procedure

9.72 g (100 mmoles) of hexanenitrile was substituted for undecyl cyanide in Example 1 and the reaction was repeated with 6.11 g (100 mmoles) of ethanolamine and 549 mg (2.5 mmoles) of zinc acetate dihydrate under identical conditions. At the end of the reaction the product was worked up as before and distilled at 73° C./10 mm to give 8.2 g (60%) of 2-pentyl-2-oxazoline.

Workup

  1. customAt the end of the reaction the product
  2. distillationdistilled at 73° C./10 mm

Sources & evidence

ORD record
ord-5dac6adbfadc472fa1136602ebb1d453
Source dataset
uspto-grants-1991_07
Patent number
US05030629

Reaction notes

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