Trimethylsilyl cyanide → 7-Methoxy-4-cyano chrom-3-ene
반응식
[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]=1참가 물질
5
실험 절차
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 g of product. IR(CHCl3): 2218 cm-1.
후처리
- 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
출처 및 근거
- ORD 기록
- ord-ee8420c1e36b4628b1a8d1b663ce039c
- 출처 데이터셋
- uspto-grants-1993_02
- 특허 번호
- US05185364
반응 노트
불러오는 중…