Hydrochloric Acid → [1-(Triphenylmethyl)-1H-1,2,3-triazol-4-yl]methanol

反応式

[H-].[Al+3].[Li+].[H-].[H-].[H-].C[O:8][C:9]([C:11]1[N:12]=[N:13][N:14]([C:16]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:15]=1)=O.Cl>O1CCCC1>[C:16]([N:14]1[CH:15]=[C:11]([CH2:9][OH:8])[N:12]=[N:13]1)([C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

参加物

実験手順

To a suspension of lithium aluminum hydride (6.17 g : 0.163 Mol.) in tetrahydrofuran ( 600 ml) under ice cooling is added 1-trityl-1,2,3- triazol-4-ylcarboxylic acid methyl ester (40.0 g : 0.108 Mol.), and the mixture is stirred at room temperature for 1 hour. To the reaction mixture is added dropwise aqueous tetrahydrofuran under ice cooling. The mixture is neutralized with 10% hydrochloric acid, filtered to remove insoluble material, diluted with ethyl acetate, washed with brine, dried over sodium sulfate, and concentrated. The resulting crystals are washed with ether to give 1-trityl-1,2,3-triazol-4-yl- methanol (33.4 g) as white crystals. Yield: 91%. mp. 200° to 201° C. NMR δ (CDCl3) ppm: 2.4-2.9(brs, 1H), 4.76(s, 2H), 7.05-7.15(m, 6H), 7.3-7.4(m, 9H), 7.43(s, 1H).