Diethyl Ether → HCID 12788084, compound

Reaction equation

[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][N:8]([CH2:10][C:11]1[S:15][C:14]([CH2:16][O:17][CH2:18][C:19]([NH2:21])=O)=[CH:13][CH:12]=1)[CH3:9].CCOCC>O1CCCC1>[CH3:9][N:8]([CH2:10][C:11]1[S:15][C:14]([CH2:16][O:17][CH2:18][CH2:19][NH2:21])=[CH:13][CH:12]=1)[CH3:7]

Participants

Procedure

A suspension of lithium aluminium hydride (0.38 g) and [[5-(N,N-dimethylaminomethyl)2-thienyl]methoxy]acetamide (2.28 g) in a mixture of dry ether (25 ml) and dry tetrahydrofuran (5 ml) was heated at reflux for 4 hr. The reaction was then quenched with water and evaporated. The residue was extracted with chloroform. The organic phase was dried and distilled to afford a colourless oil (1.6 g) b.p. 110°-120° (0.1 mm). NMR (CDCl3), 8.43, s, (2H); 7.72, s, (6H); 7.12, t, (2H); 6.46 t, (2H); 6.38, s, (2H); 5.32, s, (2H), 3-3.3, m, (2H).