Oxalic Acid → 4,8,12-Trimethyltrideca-3,7,11-trien-2-one
Reaction equation
[O:1]=[C:2]([CH:4]=[C:5]([CH3:7])[CH3:6])[CH3:3].[CH3:8][C:9](=[CH:11][CH2:12][CH2:13]/[C:14](=[CH:16]/[CH2:17]O)/[CH3:15])[CH3:10].C(O)(=O)C(O)=O>>[CH3:6][C:5]([CH2:7][CH2:17][CH:16]=[C:14]([CH3:15])[CH2:13][CH2:12][CH:11]=[C:9]([CH3:10])[CH3:8])=[CH:4][C:2](=[O:1])[CH3:3]Participants
4
Procedure
800 parts of mesityl oxide and 200 parts of geraniol have 1 part of oxalic acid added to them and the mixture is heated for three hours at a pressure of 50 atmospheres in the vibrated autoclave described in Example 1 at a temperature of 230°C. The reaction mixture is worked up by distillation. 141 parts of 4,8,12-trimethyl-3,7,11-tridecatrien-2-one is obtained with a boiling point of 92° to 94°C at 10-4 mm. The yield is 81% of theory at a conversion of 57% based on geraniol.
Workup
- additionadded to them
- temperaturethe mixture is heated for three hours at a pressure of 50 atmospheres in the vibrated autoclave
- customdescribed in Example 1 at a temperature of 230°C
- distillationThe reaction mixture is worked up by distillation
Sources & evidence
- ORD record
- ord-19fb9dda76604665ae294ed8e337012d
- Source dataset
- uspto-grants-1976_05
- Patent number
- US03954804
Reaction notes
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