HCID 20354850, compound → HCID 20354859, compound

HRID 372123Notes

Reaction equation

HRID 372123 reaction equation
[C:1]([O:4][CH:5]([CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH2:6][CH2:7][C:8]12O[CH:12]1[CH2:11][CH2:10][C:9]2=[O:14])(=[O:3])[CH3:2]>C(O)(=O)C>[C:1]([O:4][CH:10]1[C:9](=[O:14])[C:8]([CH2:7][CH2:6][CH:5]([O:4][C:1](=[O:3])[CH3:2])[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[CH:12][CH2:11]1)(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 20354850HCID 20354850, compound

Product 1

HCID 20354859HCID 20354859, compoundYield 159.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 2-(3-acetoxyoctyl)-2,3-epoxycyclopentanone (26.8 g.) [prepared as described in (g) above] in glacial acetic acid (500 ml.) was heated at reflux for 12 hours. The excess acetic acid was then removed in vacuo and the residue distilled under reduced pressure to give 5-acetoxy-2-(3-acetoxyoctyl)cyclopent-2-enone (24.7 g.), b.p. 164°-175° C./0.2 mm.Hg.

Workup

  1. temperatureat reflux for 12 hours
  2. customThe excess acetic acid was then removed in vacuo
  3. distillationthe residue distilled under reduced pressure

Sources & evidence

ORD record
ord-e62f4f1644c7484e8921f7d286bf7b23
Source dataset
uspto-grants-1978_05
Patent number
US04088821

Reaction notes

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