Water → 2-Chlorobicyclo(4.2.0)octa-1(6),2,4-triene-7-carboxylic acid
反応式
[Cl:1][C:2]1[C:7]2[CH2:8][CH:9]([C:10]#N)[C:6]=2[CH:5]=[CH:4][CH:3]=1.[OH-:12].[K+].[OH2:14]>CCO>[Cl:1][C:2]1[C:7]2[CH2:8][CH:9]([C:10]([OH:14])=[O:12])[C:6]=2[CH:5]=[CH:4][CH:3]=1参加物
5
実験手順
A solution of 3-chloro-1,2-dihydrocyclobutabenzene-1-carbonitrile (196 mmol, 32 g) and potassium hydroxide (978 mmol, 54.9 g) in EtOH (500 ml)/water (100 ml) was stirred at reflux for 2 h. After evaporation of the organic solvent, the aqueous residue was washed with Et2O. The organic layer was extracted with 2N NaOH aq. and combined aqueous layers were acidified with 5 N HCl and extracted with Et2O. The extracts were washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was washed with heptane/Et2O (5/1) to afford 3-chloro-1,2-dihydrocyclobutabenzene-1-carboxylic acid (85% yield, 30.3 g).
後処理
- temperatureat reflux for 2 h
- customAfter evaporation of the organic solvent
- washthe aqueous residue was washed with Et2O
- extractionThe organic layer was extracted with 2N NaOH aq. and combined aqueous layers
- extractionextracted with Et2O
- washThe extracts were washed with brine
- dry with materialdried over Na2SO4
- concentrationconcentrated in vacuo
- washThe residue was washed with heptane/Et2O (5/1)
出典と根拠
- ORDレコード
- ord-e6447b9dbd21416fb32fc10f838abec5
- 出典データセット
- uspto-grants-2014_05
- 特許番号
- US08729274B2
反応ノート
読み込み中…