1-Hexanol → 5-(n-Hexyloxy)-pyrrolidin-2-one

HRID 1709188Notes

Reaction equation

HRID 1709188 reaction equation
[OH:1][CH:2]1[NH:6][C:5](=[O:7])[CH2:4][CH2:3]1.[CH2:8](O)[CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]>>[CH2:8]([O:1][CH:2]1[NH:6][C:5](=[O:7])[CH2:4][CH2:3]1)[CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

Participants

3

Reactant 2

HCID 81031-HexanolHCID 1941485-Hydroxy-2-pyrrolidone

Product 1

HCID 156965635-(n-Hexyloxy)-pyrrolidin-2-one

Conditions

Temperature
60 °C

Procedure

A mixture of 0.4 g of 5-hydroxy-pyrrolidin-2-one, 10 cm3 of n-hexanol and 0.2 g of Amberlite IR 120 H is agitated at 60° C. for 3 hours. After cooling, the solvent is distilled off and the residue is chromatographed on silica, (eluent: ethyl acetate); 0.5 g of the product sought is obtained. m.p. 35°-37° C., crystallized from hexane.

Workup

  1. temperatureAfter cooling
  2. distillationthe solvent is distilled off
  3. customthe residue is chromatographed on silica, (eluent: ethyl acetate)

Sources & evidence

ORD record
ord-3f42e65dfe3a4a90a7d157d334687f33
Source dataset
uspto-grants-1990_08
Patent number
US04948804

Reaction notes

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