反応式
[C:1]([O:4][C@H:5]([C:7]#[C:8]/[CH:9]=C/C1C=CC=CC=1)[CH3:6])(=[O:3])[CH3:2].[O:17]=[O+][O-].CSC>CO>[C:1]([O:4][C@H:5]([C:7]#[C:8][CH:9]=[O:17])[CH3:6])(=[O:3])[CH3:2]参加物
5
反応条件
- 温度
- 23 °C
実験手順
A solution of 8 (392 mg, 1.83 mmol) in methanol (4.6 mL) was treated with O3 for 3 min at −78° C. After removing excess O3, the reaction was quenched by slow addition of methylsulfide (1.35 mL, 18.3 mmol) at −78° C. The resulting mixture was stirred for 1 h at −78° C. and for 1 h at 23° C., and then concentrated in vacuo. Purification of the residue via flash chromatography (silica gel 16 mL; 5→15% EtOAc in hexanes) afforded aldehyde 9 (208 mg, 81%) as a colorless oil.
後処理
- customAfter removing excess O3
- concentrationconcentrated in vacuo
- customPurification of the residue via flash chromatography (silica gel 16 mL; 5→15% EtOAc in hexanes)
出典と根拠
- ORDレコード
- ord-f815ff3411f5476db58a4115b4ea6f15
- 出典データセット
- uspto-grants-2010_11
- 特許番号
- US07825267B2
関連ノート
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