Water → HCID 59263302、化合物

反応式

F[C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:10][C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][CH:12]=2)[CH:9]=1)[C:5]#[N:6].[OH2:21].[C:22]1([CH3:28])C=CC=C[CH:23]=1.CN([CH:32]=[O:33])C>>[CH3:32][O:33][CH2:23][C@H:22]([CH3:28])[O:21][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:10][C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][CH:12]=2)[CH:9]=1)[C:5]#[N:6]

参加物

反応物 4

HCID 962Water

HCID 1140Toluene

HCID 6228Dimethylformamide

HCID 592633063-Fluoro-5-[4-(methanesulfonyl)phenoxy]benzonitrile

生成物 1

HCID 59263302HCID 59263302、化合物

反応条件

温度: 70 °C

実験手順

3-Fluoro-5-(4-methanesulfonyl-phenoxy)-benzonitrile (22.31 mmol; 6.50 g) was dissolved in dry DMF (32.5 ml) and this was added to the flask containing the anion of S-1-methoxyproapan-2-ol. The mixture was heated to 70° C. and held at 70° C. for 18 hrs. Water (20 ml) was added, then sufficient toluene to dissolve the precipitated solid was added. The mixture was extracted further with toluene (3×100 ml) and the combined toluene extract was washed with water (3×200 ml). The toluene layers were distilled down to low volume in vacuo and iso-hexane was added (50 ml). The resulting precipitate of the desired product was filtered off, washed with iso-hexane (2×25 ml) and dried in a vacuum oven at 40° C. overnight (6.0 g, 74.4% yield).