Thionyl Chloride → 8-Chloro-3-methyl-5,6,7,8-tetrahydroquinoline hydrochloride
反応式
O[CH:2]1[C:11]2[N:10]=[CH:9][C:8]([CH3:12])=[CH:7][C:6]=2[CH2:5][CH2:4][CH2:3]1.S(Cl)([Cl:15])=O>>[ClH:15].[Cl:15][CH:2]1[C:11]2[N:10]=[CH:9][C:8]([CH3:12])=[CH:7][C:6]=2[CH2:5][CH2:4][CH2:3]1参加物
3
反応条件
- 温度
- 0 °C
実験手順
The 8-hydroxy product of Example 1 (15 g.) was added portionwise to thionyl chloride (33 g.) at 0° C and the mixture stirred at 0° C for 1 hour and heated at reflux for an additional 2 hours. The solvent was removed in vacuo and the residual oil heated at reflux for 1 hour with ethanol (15 ml.) to remove excess thionyl chloride. The resultant precipitate was recrystallised from ethanolether to give 8-chloro-3-methyl-5,6,7,8-tetrahydroquinoline hydrochloride as colourless needles (17.4 g.) m.p. 177° C.
後処理
- temperatureheated
- temperatureat reflux for an additional 2 hours
- customThe solvent was removed in vacuo
- temperaturethe residual oil heated
- temperatureat reflux for 1 hour with ethanol (15 ml.)
- customto remove excess thionyl chloride
- customThe resultant precipitate was recrystallised from ethanolether
出典と根拠
- ORDレコード
- ord-b69f6eec965444d582b9a46a1e01a69b
- 出典データセット
- uspto-grants-1977_03
- 特許番号
- US04011229
反応ノート
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