Formaldehyde → 5-[2-(N,N-Dimethylamino)ethyl]-2-furanmethanol
Reaction equation
[CH3:1][N:2]([CH3:10])[CH2:3][CH2:4][C:5]1[O:6][CH:7]=[CH:8][CH:9]=1.[CH2:11]=[O:12].[OH-].[Na+]>C(O)(=O)C>[CH3:1][N:2]([CH2:3][CH2:4][C:5]1[O:6][C:7]([CH2:11][OH:12])=[CH:8][CH:9]=1)[CH3:10]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
N,N-Dimethyl-2-furanethanamine (9.8 g), 30% aqueous formaldehyde (17.5 g) and glacial acetic acid (18 ml) were heated at 70° for 5 hr. The reaction was cooled, basified with sodium hydroxide and extracted with ether. The organic extracts were distilled to give an oil b.p. 90°-100° (0.5 mm). Found: C, 64.0; H, 8.9; N, 8.0. C9H15NO2 requires: C, 63.9; H, 8.9; N, 8.2%.
Workup
- temperatureThe reaction was cooled
- extractionextracted with ether
- distillationThe organic extracts were distilled
Sources & evidence
- ORD record
- ord-bbe0b781bd2c4a849ed3824097cd912b
- Source dataset
- uspto-grants-1981_03
- Patent number
- US04255440
Reaction notes
Loading…