5-Methylfurfural → HCID 59053598, compound
Reaction equation
[Cl-].[F:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][C:4]=1[O:13][CH2:14][CH2:15][NH3+:16].[CH3:17][C:18]1[O:22][C:21]([CH:23]=O)=[CH:20][CH:19]=1>>[F:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][C:4]=1[O:13][CH2:14][CH2:15][NH:16][CH2:23][C:21]1[O:22][C:18]([CH3:17])=[CH:19][CH:20]=1Participants
3
Procedure
Prepared from 2-[(1-fluoronaphthalen-2-yl)oxy]ethanaminium chloride and 5-methylfuran-2-carbaldehyde in 63% yield as a yellow oil. 1H-NMR (CD3OD) δ: 8.00 (1H, d), 7.88-7.84 (1H, m), 7.70 (1H, d, J=8.88 Hz), 7.55 (1H, ddd, J=1.2 Hz, J=6.88 Hz, J=8.50 Hz), 7.46 (1H, ddd, J=1.88 Hz, J=6.88 Hz, J=8.2 Hz), 7.41 (1H, d, J=8.88 Hz), 6.50 (1H, d, J=3.31 Hz) 6.14 (1H, qd, J=0.9 Hz, J=3.31 Hz) 4.47 (2H, t, J=5.00 Hz), 4.41 (2H, s) 3.50 (2H, t, J=5.00 Hz), 2.31 (3H, d, J=0.9 Hz).
Sources & evidence
- ORD record
- ord-ff649bd91ff4425883e1122ceb1c76ca
- Source dataset
- uspto-grants-2014_12