Formic Acid → Piperitenone

HRID 1657964Notes

Reaction equation

HRID 1657964 reaction equation
[CH3:1][C:2]([CH3:6])=[CH:3][CH:4]=[O:5].O1[CH2:11][CH2:10][CH2:9][CH2:8]1.[CH:12](O)=O>>[CH3:1][C:2]1[CH2:6][CH2:11][C:10](=[C:9]([CH3:12])[CH3:8])[C:4](=[O:5])[CH:3]=1

Participants

4

Reactant 3

HCID 284Formic AcidHCID 8028TetrahydrofuranHCID 610203-Methyl-2-butenal

Product 1

HCID 381152PiperitenoneYield 83%

Procedure

A mixture of 200 parts of 3,3-dimethylacrolein, 600 parts of tetrahydrofuran and 1 part of formic acid is heated for 2 hours at a pressure of 120 atmospheres and a temperature of 280°C in an autoclave. The reaction product is worked up by distillation. 106 parts of piperitenone is obtained having a boiling point of 120° to 122°C at 14 mm Hg. The yield is 83% of theory at a conversion of 72%.

Workup

  1. temperatureis heated for 2 hours at a pressure of 120 atmospheres
  2. customa temperature of 280°C
  3. distillationThe reaction product is worked up by distillation

Sources & evidence

ORD record
ord-98b425e946564f5b9bb66910a554523c
Source dataset
uspto-grants-1976_06
Patent number
US03962341

Reaction notes

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