Ethanol → HCID 21437724, compound

HRID 2397289Notes

Reaction equation

HRID 2397289 reaction equation
[CH3:1][CH:2]([CH2:9][CH2:10][CH2:11][CH:12]([CH3:14])[CH3:13])[CH2:3][CH:4](O)[C:5]#[C:6][CH3:7].[C:15]([OH:19])(=[O:18])[CH2:16]C.[CH2:20](O)[CH3:21]>>[CH3:7][C:6](=[C:5]=[CH:4][CH2:3][CH:2]([CH3:1])[CH2:9][CH2:10][CH2:11][CH:12]([CH3:14])[CH3:13])[CH2:16][C:15]([O:19][CH2:20][CH3:21])=[O:18]

Participants

4

Reactant 3

HCID 702EthanolHCID 1032Propionic AcidHCID 19798117HCID 19798117, compound

Product 1

HCID 21437724HCID 21437724, compound

Procedure

A mixture of 18.5 g. of 6,10-dimethylundec-2-yn-4-ol, 80 g. of triethylorthacetate and 0.75 g. of propionic acid is refluxed under a spinning band column to remove ethanol as it is formed. After the elimination of ethanol is about complete, the crude reaction product is distilled under vacuum to yield ethyl 3,7,11-trimethyldodeca-3,4-dienoate. Alternatively, the crude reaction product is purified by chromatography on silica.

Workup

  1. additionA mixture of 18.5 g
  2. customto remove ethanol as it
  3. customis formed
  4. customreaction product
  5. distillationis distilled under vacuum

Sources & evidence

ORD record
ord-f872fbad75284c2292be12c72bf072b2
Source dataset
uspto-grants-1977_05
Patent number
US04021461

Reaction notes

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