m-Chloroperbenzoic acid → Methyl 9-(3,3-dimethyloxiran-2-YL)-7-methyl-3-oxonon-6-enoate
反応式
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH3:12][C:13]([CH2:24][CH2:25][CH:26]=[C:27]([CH3:29])[CH3:28])=[CH:14][CH2:15][CH2:16][C:17](=[O:23])[CH2:18][C:19]([O:21][CH3:22])=[O:20].C(=O)(O)[O-].[Na+]>C(Cl)Cl>[O:9]1[C:27]([CH3:29])([CH3:28])[CH:26]1[CH2:25][CH2:24][C:13]([CH3:12])=[CH:14][CH2:15][CH2:16][C:17](=[O:23])[CH2:18][C:19]([O:21][CH3:22])=[O:20]参加物
反応条件
- 温度
- -20 °C
実験手順
A solution of 5.1 g of m-chloroperbenzoic acid in 50 ml of methylene chloride was added dropwise at -40° C. under a nitrogen atmosphere to a solution of 6 g of the product of Example 3 in 60 ml of methylene chloride and after stirring for 15 minutes at -20° C., the mixture was poured into a saturated aqueous sodium bicarbonate solution. The mixture was extracted with methylene chloride and the organic phase was washed with aqueous sodium bicarbonate solution and then with water, dried over sodium sulfate and evaporated to dryness under reduced pressure. The residue was chromatographed over silica and was eluted with a 7-3 benzene-ethyl acetate mixture to obtain 3.1 g of methyl 10-epoxy-7,11-dimethyl-3-oxo-6-dodecenoate in the form of a colorless liquid with a refractive index nD25 = 1.4680.
後処理
- extractionThe mixture was extracted with methylene chloride
- washthe organic phase was washed with aqueous sodium bicarbonate solution
- dry with materialwith water, dried over sodium sulfate
- customevaporated to dryness under reduced pressure
- customThe residue was chromatographed over silica
- washwas eluted with a 7-3 benzene-ethyl acetate mixture
出典と根拠
- ORDレコード
- ord-5c3cc8842b6646e785d53e673abfe5b8
- 出典データセット
- uspto-grants-1977_06
- 特許番号
- US04028386
反応ノート
読み込み中…