Trimethylsilyl cyanide → 7-Methoxy-4-cyano chrom-3-ene
反応式
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7](=O)[CH2:8][CH2:9][O:10]2)=[CH:5][CH:4]=1.C[Si]([C:18]#[N:19])(C)C>[Zn+2].[I-].[I-].CC#N>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([C:18]#[N:19])=[CH:8][CH2:9][O:10]2)=[CH:5][CH:4]=1参加物
5
実験手順
7-Methoxy-4-chromanone (7 g) was added to trimethylsilyl cyanide (TMSCN) (7 ml), CH3CN (10 ml) and a catalytic amount of ZnI2 and refluxed for 2 hrs. The reaction was cooled, evaporated to dryness, then isopropyl alcohol saturated with HCl(g) (100 ml) was added and this solution refluxed 2 hrs. The reaction was cooled, evaporated to dryness, and saturated aqueous NaCl added. This was then extracted with CH2Cl2, the organic layer separated, dried (Na2SO4), filtered and evaporated affording 7.1 of product. IR(CHCl3): 2218 cm-1.
後処理
- temperatureThe reaction was cooled
- customevaporated to dryness
- additionisopropyl alcohol saturated with HCl(g) (100 ml) was added
- temperaturethis solution refluxed 2 hrs
- temperatureThe reaction was cooled
- customevaporated to dryness, and saturated aqueous NaCl
- additionadded
- extractionThis was then extracted with CH2Cl2
- customthe organic layer separated
- dry with materialdried (Na2SO4)
- filtrationfiltered
- customevaporated
- customaffording 7.1 of product
出典と根拠
- ORDレコード
- ord-2f06263990ee488496d51c1ee94c1194
- 出典データセット
- uspto-grants-1992_08
- 特許番号
- US05140039
反応ノート
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