Ethylene Glycol → 2-(4-Bromo-5-methylthiophen-2-YL)-1,3-dioxolane
反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[O:9])[S:5][C:6]=1[CH3:7].[CH2:10](O)[CH2:11][OH:12].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]2[O:12][CH2:11][CH2:10][O:9]2)[S:5][C:6]=1[CH3:7]参加物
5
実験手順
A mixture of 4-bromo-5-methylthiophene-2-carbaldehyde (6.0 g), ethylene glycol (100 mL), p-toluenesulfonic acid (2 mL) and toluene (100 mL) was heated under reflux for 5 hr with a Dean-Stark trap. The reaction mixture was washed with water and saturated brine, and the obtained organic layer was dried (MgSO4) and concentrated. The residue was subjected to silica gel column chromatography to give 2-(4-bromo-5-methyl-2-thienyl)-1,3-dioxolane (6.96 g, yield 93%) as a yellow oil from a fraction eluted with ethyl acetate-hexane (1:5, volume ratio).
後処理
- temperaturewas heated
- temperatureunder reflux for 5 hr with a Dean-Stark trap
- washThe reaction mixture was washed with water and saturated brine
- dry with materialthe obtained organic layer was dried (MgSO4)
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-e241330502e54d08a33123291cc4c035
- 出典データセット
- uspto-grants-2013_07
- 特許番号
- US08492405B2
反応ノート
読み込み中…