Methyl iodide → HCID 68151500, compound

Reaction equation

[Cl-].[Cl: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][NH2+:16][CH2:17][C:18]1[O:19][CH:20]=[CH:21][CH:22]=1.[C:23]([O-])([O-])=O.[K+].[K+].CI>C1COCC1>[Cl: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][N:16]([CH2:17][C:18]1[O:19][CH:20]=[CH:21][CH:22]=1)[CH3:23]

Participants

Procedure

A solution (32 mg, 0.095 mmol) of 2-[(1-chloronaphthalen-2-yl)oxy]-N-(furan-2 ylmethyl)ethanaminium chloride (1) in 5 mL of THF was treated with 21 mg (0.15 mmol) of K2CO3 and 6 μL (0.100 mmol) of MeI. The resulting mixture was stirred for 14 h at room temperature. The solvent was distilled off under vacuum and the crude was triturated for 1 h in 5 mL of di-isopropyl ether. Pure 2-[(1-chloronaphthalen-2-yl)oxy]-N-(furan-2-ylmethyl)-N-methylethanamine was obtained after decantation of ether as a pale yellow oil in 91% yield.