N-Methylfurfurylamine → HCID 69203533, compound
Reaction equation
F[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH2:6][CH2:5]2.[CH3:12][NH:13][CH2:14][C:15]1[O:19][CH:18]=[CH:17][CH:16]=1>C(O)C>[O:19]1[CH:18]=[CH:17][CH:16]=[C:15]1[CH2:14][N:13]([CH3:12])[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH2:6][CH2:5]2Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 5-fluoro-1-indanone (1.0 g, 6.66 mmol) and N-methylfurfurylamine (2.0 g, 18.0 mmol) in ethanol (10 mL) was heated to about 80° C. for about 2 days. The reaction mixture was concentrated under vacuum and the residue was purified by flash column chromatography on silica gel using hexane/ethyl acetate (2:1) as the mobile phase to provide the desired product. MS (ESI): m/z 242 (M+H)+.
Workup
- concentrationThe reaction mixture was concentrated under vacuum
- customthe residue was purified by flash column chromatography on silica gel
Sources & evidence
- ORD record
- ord-5b3986cf5ff74381a5dcfbeb0609ed2a
- Source dataset
- uspto-grants-2008_12
- Patent number
- US07468371B2
Reaction notes
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