Cyclopropanecarboxylic acid → n-Butyl cyclopropyl ketone
反応式
[CH:1]1([C:4]([OH:6])=O)[CH2:3][CH2:2]1.[CH2:7]([Li])[CH2:8][CH2:9][CH3:10]>CCOCC>[CH:1]1([C:4]([CH2:7][CH2:8][CH2:9][CH3:10])=[O:6])[CH2:3][CH2:2]1参加物
4
実験手順
To a vigorously-stirred solution of 31.0 g of cyclopropanecarboxylic acid in 330 ml of ether is added a solution of n-butyllithium (748 mmoles) in ca. 750 ml. of 2:1 ether-hexane during 1 hour at 5-10° C. The resulting suspension is diluted with 300 ml of ether and stirred at room temperature for 2 hours and at reflux for 2 hours. The mixture is cooled and poured into several portions of 1:1 ice - 4N hydrochloric acid. The ethereal phases are combined and washed with brine, sodium carbonate solution, and brine. The extract is dried over magnesium sulfate and concentrated. The residue is distilled to provide a liquid, b.p. 102°-104° C. (80 mm), pmr spectrum (CDCl3):δ2.55 (triplet, --CH2CO--).
後処理
- temperatureat reflux for 2 hours
- temperatureThe mixture is cooled
- washwashed with brine, sodium carbonate solution, and brine
- dry with materialThe extract is dried over magnesium sulfate
- concentrationconcentrated
- distillationThe residue is distilled
- customto provide a liquid, b.p. 102°-104° C. (80 mm), pmr spectrum (CDCl3)
出典と根拠
- ORDレコード
- ord-8b0fdf1f53984ba8a92265806892d021
- 出典データセット
- uspto-grants-1978_12
- 特許番号
- US04131737
反応ノート
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