Methylamine → 2-(4-Hydroxyphenyl)-N-methylacetamide
Reaction equation
[CH3:1][NH2:2].C[O:4][C:5](=O)[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1.C(OCC)(=O)C>CO>[CH3:1][NH:2][C:5](=[O:4])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Monomethylamine, (22.43 kg, 722.15 mol, 6 eq.) was added over a 7-hour period to a solution of methyl-4-hydroxyphenylacetate (20.0 kg, 120.35 mol, 1.0 eq.) in methanol (31.7 gal, 120 L) and stirred overnight at room temperature. Methanol was then displaced under vacuum with ethyl acetate. The resulting slurry (about 20 gal, 75.7 L) was stirred at +10° C. for 1 hour, then filtered and dred under vacuum at 45° C. to yield the title compound(18.68 kg, 94% of theory).
Workup
- stirringThe resulting slurry (about 20 gal, 75.7 L) was stirred at +10° C. for 1 hour
- filtrationfiltered
- customdred under vacuum at 45° C.
Sources & evidence
- ORD record
- ord-c397e973ce45467b90862553defb16ec
- Source dataset
- uspto-grants-2003_12
- Patent number
- US06657063B1
Reaction notes
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