1-Decanol → 5-n-Decyloxy-pyrrolidin-2-one

HRID 1639050Notes

Reaction equation

HRID 1639050 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][CH2:16][CH3:17]>>[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][CH2:16][CH3:17]

Participants

3

Reactant 2

HCID 81741-DecanolHCID 1941485-Hydroxy-2-pyrrolidone

Product 1

HCID 156965675-n-Decyloxy-pyrrolidin-2-one

Procedure

3 g of 5-hydroxy-pyrrolidin-2-one and 1.5 g of Amberlite resin IR 120H in 60 cm3 of n-decanol are agitated at 60° C. for 3 hours. The resin is filtered off and the solvent is eliminated by distilling at 60° C. under 0.4 mm of Hg. The residue is taken up in 50 cm3 of n-hexane, kept for 24 hours at -5° C./-10° C., separated, and 3.5 g of the expected product is obtained, m.p. 44°-46° C. After re-crystallizing from n-hexane, m.p. 48°-49° C.

Workup

  1. filtrationThe resin is filtered off
  2. distillationby distilling at 60° C. under 0.4 mm of Hg
  3. custom/-10° C., separated

Sources & evidence

ORD record
ord-2afcc8b454574e8fa4852d811fc087ef
Source dataset
uspto-grants-1989_11
Patent number
US04882350

Reaction notes

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