Technology Process of 6-(benzyloxy)-5,6,7,8-tetrahydro-5,8-methanoquinoline N-oxide
There total 11 articles about 6-(benzyloxy)-5,6,7,8-tetrahydro-5,8-methanoquinoline N-oxide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
3-chloro-benzenecarboperoxoic acid;
In
dichloromethane;
at 0 ℃;
DOI:10.1021/jo00232a029
- Guidance literature:
-
Multi-step reaction with 10 steps
1: MeONa/MeOH
2: 5.39 g / NaH, tetra-n-butylammonium iodide / tetrahydrofuran / 3 h / Heating
3: 1.) lithium diisopropylamide / 1.) hexane, THF, -30 deg C, 5 min, 2.) from -78 deg C to RT
4: 6.26 g / p-toluenesulfonic acid / toluene
5: 4.58 g / O3 / CH2Cl2 / -78 °C
6: 1.) n-butyllithium / 1.) THF, hexane, 0 deg C, 10 min, 2.) from -78 deg C to RT
7: 0.7 g / NH2OH, HCl / methanol; H2O / 0.5 h / Heating
8: 0.49 g / NH2OH*HCl, KOH / methanol / 0.5 h / Ambient temperature
9: 0.18 g / AcOH / 16 h / Heating
10: 4.9 g / m-chloroperbenzoic acid / CH2Cl2 / 0 °C
With
hydrogenchloride; methanol; potassium hydroxide; n-butyllithium; hydroxylamine hydrochloride; hydroxylamine; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; ozone; acetic acid; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; dichloromethane; water; toluene;
DOI:10.1021/jo00232a029
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 5.39 g / NaH, tetra-n-butylammonium iodide / tetrahydrofuran / 3 h / Heating
2: 1.) lithium diisopropylamide / 1.) hexane, THF, -30 deg C, 5 min, 2.) from -78 deg C to RT
3: 6.26 g / p-toluenesulfonic acid / toluene
4: 4.58 g / O3 / CH2Cl2 / -78 °C
5: 1.) n-butyllithium / 1.) THF, hexane, 0 deg C, 10 min, 2.) from -78 deg C to RT
6: 0.7 g / NH2OH, HCl / methanol; H2O / 0.5 h / Heating
7: 0.49 g / NH2OH*HCl, KOH / methanol / 0.5 h / Ambient temperature
8: 0.18 g / AcOH / 16 h / Heating
9: 4.9 g / m-chloroperbenzoic acid / CH2Cl2 / 0 °C
With
hydrogenchloride; potassium hydroxide; n-butyllithium; hydroxylamine hydrochloride; hydroxylamine; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; ozone; acetic acid; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; dichloromethane; water; toluene;
DOI:10.1021/jo00232a029