Cyclooctanone → HCID 54569061, compound

HRID 542635Notes

Reaction equation

HRID 542635 reaction equation
[C:1]1(=[O:9])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C([O-])([O-])O[CH2:12][CH3:13]>C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH2:12]([O:9][C:1]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1)[CH3:13]

Participants

4

Reactant 2

HCID 10403CyclooctanoneHCID 53630039Ethylorthoformate

Product 1

HCID 54569061HCID 54569061, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 6101p-Toluenesulfonic acidCatalyst

Procedure

In the presence of 0.3 g of para-toluenesulfonic acid, 20 g (0.16 mol) of cyclooctanone and 27 g (0.18 mol) of ethyl orthoformate were stirred at room temperature overnight. The resultant mixture was heated at 100° C. for 15 hours and distilled under reduced pressure to give 10.9 g (45% in yield) of 1-ethoxycyclooctene having a boiling point of 97.5° to 98.5° C./25 mmHg.

Workup

  1. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-b2171d15eb93422cba916cdfb7ded59d
Source dataset
uspto-grants-1987_04
Patent number
US04658055

Reaction notes

Loading…