Ethyl vinyl ether → 2-Butene-1,4-diol

HRID 1255103

Reaction equation

HRID 1255103 reaction equation
[C:1]([O:20]C)(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14]CCCC.C([O:24]CC)=C>>[CH2:4]([OH:24])[CH:3]=[CH:2][CH2:1][OH:20].[CH3:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1]

Participants

4

Reactant 2

HCID 8023Ethyl vinyl etherHCID 5364509Methyl Oleate

Product 2

HCID 80652-Butene-1,4-diolHCID 12389Tetradecane

Procedure

In a reaction vessel the mixture of 2 ml (5.9 mmol) of methyl oleate, the corresponding amount of 2-butene-1,4-diol (1.46 ml or 2.43 ml), 0.2 ml of tetradecane (internal standard) and 2 ml of the corresponding solvent is prepared and shaken. Thereafter a blank sample is taken for GC measurement. After sampling has taken place, the corresponding catalyst (2 mol %) is added and the reaction vessel is placed in the temperature-conditioned carousel reactor. The mixture is heated for 4 hours and stirring is continued, and after that the final GC sample is taken for kinetic determinations. After 4 hours the reaction is halted by addition of 2 ml of ethyl vinyl ether.

Workup

  1. aliquotAfter sampling
  2. additionthe corresponding catalyst (2 mol %) is added
  3. temperatureThe mixture is heated for 4 hours
  4. stirringstirring

Sources & evidence

ORD record
ord-b6969268f9ae4544be43207e5fcfaadf
Source dataset
uspto-grants-2013_06
Patent number
US08455698B2

Linked notes

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