Tributylamine → 3-Methyl-2-butenal

HRID 1701292Notes

Reaction equation

HRID 1701292 reaction equation
C(N(CCCC)CCCC)CCC.[CH3:14][C:15](=[CH2:19])[CH2:16][CH:17]=[O:18]>>[CH3:19][C:15](=[CH2:14])[CH2:16][CH:17]=[O:18].[CH3:14][C:15]([CH3:19])=[CH:16][CH:17]=[O:18]

Participants

4

Reactant 2

HCID 7622TributylamineHCID 116223283-METHYL-3-BUTENAL

Product 2

HCID 610203-Methyl-2-butenalYield 99%HCID 116223283-METHYL-3-BUTENAL

Conditions

Temperature
75 °C

Procedure

0.5 part of tri-n-butylamine is added to 97 parts of 3-methyl-3-buten-1-al and the mixture is heated for 30 minutes at 75° C. at 1 bar pressure. It is then distilled for 10 minutes at 20 mm Hg to separate the mixture from the catalyst; the distillate thus obtained is then fractionally distilled at 100 mm Hg to give 3 parts of unconverted 3-methyl-3-buten-1-al and 93 parts (99% of theory) of 3-methyl-2-buten-1-al of boiling point 77° C. This corresponds to a conversion of 97 percent.

Workup

  1. distillationIt is then distilled for 10 minutes at 20 mm Hg
  2. customto separate the mixture from the catalyst
  3. customthe distillate thus obtained
  4. distillationis then fractionally distilled at 100 mm Hg

Sources & evidence

ORD record
ord-685ae59733114dbfa9925d9211bf93cf
Source dataset
uspto-grants-1980_03
Patent number
US04192820

Reaction notes

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