Acetic Acid → 3,4-Dimethyl-2-methylenevaleraldehyde
Reaction equation
[CH2:1](NCCCC)CCC.C(O)(=O)C.C=O.[CH3:16][CH:17]([CH:21]([CH3:23])[CH3:22])[CH2:18][CH:19]=[O:20]>C1(C)C=CC=CC=1>[CH3:16][CH:17]([CH:21]([CH3:23])[CH3:22])[C:18](=[CH2:1])[CH:19]=[O:20]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 70 °C
Procedure
Dibutylamine (34 g), acetic acid (15.78 g), and formaldehyde (230 g) were charged to a reaction flask and heated to 70° C. 3,4-Dimethyl-pentanal (500 g) was fed over 2 hours and aged for another hour. The reaction mixture was cooled down and toluene (200 mL) was added. The reaction mixture was sequentially washed with water (2 L), sodium carbonate solution (1 L), and brine (1 L) to provide the crude product 3,4-dimethyl-2-methylene-pentanal.
Workup
- waitaged for another hour
- temperatureThe reaction mixture was cooled down
- washThe reaction mixture was sequentially washed with water (2 L), sodium carbonate solution (1 L), and brine (1 L)
Sources & evidence
- ORD record
- ord-0e1cd97cb31d443f8b2e6efc5a30b738
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09441185B2
Reaction notes
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