Formaldehyde → 3-((Dimethylamino)methyl)-5-methyl-2-hexanone
Reaction equation
[CH2:1]=O.Cl.[CH3:4][NH:5][CH3:6].[CH3:7][CH:8]([CH3:14])[CH2:9][CH2:10][C:11](=[O:13])[CH3:12].[OH-].[Na+]>CCOCC.CO>[CH3:4][N:5]([CH2:1][CH:10]([CH2:9][CH:8]([CH3:14])[CH3:7])[C:11](=[O:13])[CH3:12])[CH3:6]Participants
7
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Procedure
Paraformaldehyde (5.5 g, 183.33 mmol, 1.60 equiv) and dimethylamine hydrochloride (10 g, 122.70 mmol, 1.00 equiv) were added to a solution of 5-methylhexan-2-one (50 g, 437.83 mmol, 3.00 equiv) and methanol (30 mL). The resulting solution was heated at reflux for about 16 hours, and then the pH was adjusted to about 8 with sodium hydroxide (10%). Standard extractive workup with ether (3×100 mL) gave the title product as a yellow oil (12 g, yield=57%).
Workup
- temperatureThe resulting solution was heated
- temperatureat reflux for about 16 hours
Sources & evidence
- ORD record
- ord-f588d49c1d7d49c4ada7f3c9f5b2c8ab
- Source dataset
- uspto-grants-2013_09
- Patent number
- US08524733B2
Reaction notes
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