1-Nonanol → 5-n-Nonyloxy-pyrrolidin-2-one

HRID 1639049Notes

Reaction equation

HRID 1639049 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][CH2:13][CH2:14][CH2:15][CH3:16]>>[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][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

3

Reactant 2

HCID 89141-NonanolHCID 1941485-Hydroxy-2-pyrrolidone

Product 1

HCID 156965665-n-Nonyloxy-pyrrolidin-2-one

Conditions

Temperature
60 °C

Procedure

A mixture of 5 g of 5-hydroxy-pyrrolidin-2-one 2.5 g of Amberlite IR 120H in 100 cm3 of n-nonanol is agitated at 60° C. for 3 hours. It is then cooled. the resin is filtered off, and the solvent is eliminated by distilling at 70° C. under 0.5 mbar. The residue is taken up in 50 cm3 of n-hexane, which is maintained for 16 hours at 5° C. After separating, 6.8 g of the expected product is obtained, m.p. 46°-48° C. After recrystallizing from n-hexane, m.p. 51°-52° C.

Workup

  1. temperatureIt is then cooled
  2. filtrationthe resin is filtered off
  3. distillationby distilling at 70° C. under 0.5 mbar
  4. temperaturewhich is maintained for 16 hours at 5° C
  5. customAfter separating

Sources & evidence

ORD record
ord-26e2c2008b784df08462726627af4bc0
Source dataset
uspto-grants-1989_11
Patent number
US04882350

Reaction notes

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