Furfuryl Alcohol → 5-[(Methylamino)methyl]-2-furanmethanol
Reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6]O.Cl.[CH3:9][NH2:10].[C:11](=[O:14])([O-])[O-].[Na+].[Na+]>C=O>[CH3:9][NH:10][CH2:6][C:2]1[O:1][C:5]([CH2:11][OH:14])=[CH:4][CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 2-furanmethanol (49 g), methylamine hydrochloride (51.5 g) and 36% formaldehyde solution (50 ml) was stirred at 0°-3° for 3 hr and allowed to stand for 16 hr. Excess sodium carbonate was added and the slurry extracted with ethyl acetate. After removal of solvent the residue was distilled to give 5-(methylamino)methyl-2-furanmethanol (36.2 g) b.p. 111°-113° (0.2 mm).
Workup
- waitto stand for 16 hr
- extractionthe slurry extracted with ethyl acetate
- customAfter removal of solvent the residue
- distillationwas distilled
Sources & evidence
- ORD record
- ord-d367991a172444eabb875f75fdc2f518
- Source dataset
- uspto-grants-1978_12
- Patent number
- US04128658
Reaction notes
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