Sodium Hydroxide → N-Methyltyramine
Reaction equation
[OH-].[Na+].Br.[CH3:4][NH:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1>CO>[CH3:4][NH:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In a separate reaction vessel, a mixture of sodium hydroxide (0.603 Kg) and methanol (3.18 Kg) was stirred until the sodium hydroxide was completely dissolved and then N-methyl-N-(2-[4-hydroxyphenyl]ethyl) amine HBr salt (A12 HBr) (1 kg, by assay) in methanol (1.58 Kg) was added under an atmosphere of nitrogen. After stirring, the above mixture was concentrated to provide N-methyl-N-(2-[4-hydroxyphenyl]ethyl) amine as a slurry. The solution was cooled to about 5° C. under an atmosphere of nitrogen and then stirred for about 0.5 hours.
Workup
- customIn a separate reaction vessel
- dissolutionwas completely dissolved
- concentrationthe above mixture was concentrated
Sources & evidence
- ORD record
- ord-e8ad31f60ee14d8882ba6b3fa3d0f023
- Source dataset
- uspto-grants-2011_07
- Patent number
- US07985879B2
Reaction notes
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