Thionyl Chloride → 3-Hydroxynaphthalene-2-carbonitrile
反応式
C([O:4][C:5]1[C:6]([C:15]([NH2:17])=O)=[CH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][CH:9]=2)(=O)C.S(Cl)(Cl)=O>>[OH:4][C:5]1[C:6]([C:15]#[N:17])=[CH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][CH:9]=2参加物
3
実験手順
A mixture of 19 (4.96 g, 21.6 mmol) and thionyl chloride (6.32 ml, 86.4 mmol) was heated under reflux for 2 hours. The solution was concentrated in vacuo to dryness. The residue was taken up in water (10 ml), methanol (200 ml) and 1N NaOH solution (75 ml). The solution was stirred at room temperature for 19 hours and concentrated. Chromatography, eluting with 1:1 cyclohexane/ethyl acetate, provided 2.41 g (66%) of 20 as yellow crystals, mp 188°-189° C. (lit. mp 188°-189° C.).
後処理
- temperaturewas heated
- temperatureunder reflux for 2 hours
- concentrationThe solution was concentrated in vacuo to dryness
- concentrationconcentrated
- washChromatography, eluting with 1:1 cyclohexane/ethyl acetate
出典と根拠
- ORDレコード
- ord-0dbeaabbd07e42f8b58841d4fed27806
- 出典データセット
- uspto-grants-1998_11
- 特許番号
- US05840739
反応ノート
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