3-METHYL-3-BUTENAL → 3-Methyl-2-butenal

HRID 1701291Notes

Reaction equation

HRID 1701291 reaction equation
[CH3:1][C:2](=[CH2:6])[CH2:3][CH:4]=[O:5]>C(N(CC)CC)C>[CH3:6][C:2](=[CH2:1])[CH2:3][CH:4]=[O:5].[CH3:1][C:2]([CH3:6])=[CH:3][CH:4]=[O:5]

Participants

4

Reactant 1

HCID 116223283-METHYL-3-BUTENAL

Product 2

HCID 610203-Methyl-2-butenalYield 98%HCID 116223283-METHYL-3-BUTENAL

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
170 °C

Procedure

0.16 part of triethylamine is added to 81.2 parts of 3-methyl-3-buten-1-al and the mixture is heated in a pressure vessel to 170° C., at 10 bars pressure, in the course of 8 minutes. Immediately after reaching the set temperature, the mixture is again cooled to 50° C. in the course of 5 minutes. Distillation at 100 mm Hg gives 1.6 parts of unconverted 3-methyl-3-buten-1-al and 78.0 parts (98% of theory) of 3-methyl-2-buten-1-al of boiling point 77° C. This corresponds to a conversion of 98 percent.

Workup

  1. temperaturethe mixture is again cooled to 50° C. in the course of 5 minutes
  2. distillationDistillation at 100 mm Hg

Sources & evidence

ORD record
ord-23886ef69b594ba7afde309cdecfa6e5
Source dataset
uspto-grants-1980_03
Patent number
US04192820

Reaction notes

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