Propionic Acid → HCID 21515751, compound

HRID 1284163Notes

Reaction equation

HRID 1284163 reaction equation
[C:1]([O-:7])([O-])([O:3][CH2:4][CH3:5])[CH3:2].[CH:8]1([C:14]#[C:15][CH2:16]O)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.C(O)(=O)CC>>[CH:8]1([CH:14]=[C:15]=[CH:16][CH2:2][C:1]([O:3][CH2:4][CH3:5])=[O:7])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

4

Reactant 3

HCID 1032Propionic AcidHCID 3166013-Cyclohexylprop-2-yn-1-olHCID 86598186Ethyl ortho-acetate

Product 1

HCID 21515751HCID 21515751, compoundYield 93%

Conditions

Temperature
132.5 °C

Procedure

A mixture of 66 g of ethyl ortho-acetate, 25 g of cyclohexylethynylcarbinol and 2.5 g of propionic acid was agitated at 130 to 135°C. for 8 hours while distilling off ethanol. The resulting liquid mixture was directly subjected to distillation under reduced pressure and a fraction boiling at 107° to 108°C. under 5 mm Hg was collected. Ethyl 5-cyclohexyl-3,4-pentadienoate was obtained in a yield of 93%.

Workup

  1. distillationwhile distilling off ethanol
  2. distillationThe resulting liquid mixture was directly subjected to distillation under reduced pressure
  3. customa fraction boiling at 107° to 108°C. under 5 mm Hg was collected

Sources & evidence

ORD record
ord-6cf5ca1fcf7b4d88bc95a948a2fdea56
Source dataset
uspto-grants-1976_08
Patent number
US03978100

Reaction notes

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