Technology Process of (E)-2-<2'-(phenylthio)ethylene>-2,3,4,5,6,7-hexahydro-1,5-methano-3-oxo-7-<(p-methoxyphenyl)sulfonyl>-1H-azocino<4,3-b>indole
There total 12 articles about (E)-2-<2'-(phenylthio)ethylene>-2,3,4,5,6,7-hexahydro-1,5-methano-3-oxo-7-<(p-methoxyphenyl)sulfonyl>-1H-azocino<4,3-b>indole which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) triethylamine / 1.) methylene dichloride, 0 deg C, 2 h 2.) THF, 25 deg C, 12 h
2: 100 percent / sodium borohydride / methanol / 1 h / 21 °C
3: 96 percent / trifluoroacetic acid / CH2Cl2 / 2.5 h / 0 °C
4: 10percent aq. NaHCO3, m-chloroperoxybenzoic acid / CH2Cl2 / 0 °C
5: 1.) trifluoroacetic anhydride / 1.) dichloromethane, 0 deg C, 30 min 2.) chlorobenzene, 120 deg C, 1 h, then reflux, 4 h
With
sodium tetrahydroborate; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; trifluoroacetic anhydride;
In
methanol; dichloromethane;
DOI:10.1021/jo00027a016
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 73 percent / aq. acetic acid / 10 h / Heating
2: 99.6 percent / concd HCl, dimethoxypropane / 2 h / 20 °C
3: 85 percent / dichlorodicyanoquinone / tetrahydrofuran; H2O / 2 h / 0 °C
4: tetra-N-benzylammonium chloride, 30percent NaOH / CH2Cl2 / 1 h
5: aq. lithium hydroxide / tetrahydrofuran / 1 h / 23 °C
6: 1.) triethylamine / 1.) methylene dichloride, 0 deg C, 2 h 2.) THF, 25 deg C, 12 h
7: 100 percent / sodium borohydride / methanol / 1 h / 21 °C
8: 96 percent / trifluoroacetic acid / CH2Cl2 / 2.5 h / 0 °C
9: 10percent aq. NaHCO3, m-chloroperoxybenzoic acid / CH2Cl2 / 0 °C
10: 1.) trifluoroacetic anhydride / 1.) dichloromethane, 0 deg C, 30 min 2.) chlorobenzene, 120 deg C, 1 h, then reflux, 4 h
With
hydrogenchloride; lithium hydroxide; sodium hydroxide; sodium tetrahydroborate; Bn4NCl; dimethoxypropane; sodium hydrogencarbonate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; trifluoroacetic anhydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo00027a016
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 73 percent / aq. acetic acid / 10 h / Heating
2: 99.6 percent / concd HCl, dimethoxypropane / 2 h / 20 °C
3: 85 percent / dichlorodicyanoquinone / tetrahydrofuran; H2O / 2 h / 0 °C
4: tetra-N-benzylammonium chloride, 30percent NaOH / CH2Cl2 / 1 h
5: aq. lithium hydroxide / tetrahydrofuran / 1 h / 23 °C
6: 1.) triethylamine / 1.) methylene dichloride, 0 deg C, 2 h 2.) THF, 25 deg C, 12 h
7: 100 percent / sodium borohydride / methanol / 1 h / 21 °C
8: 96 percent / trifluoroacetic acid / CH2Cl2 / 2.5 h / 0 °C
9: 10percent aq. NaHCO3, m-chloroperoxybenzoic acid / CH2Cl2 / 0 °C
10: 1.) trifluoroacetic anhydride / 1.) dichloromethane, 0 deg C, 30 min 2.) chlorobenzene, 120 deg C, 1 h, then reflux, 4 h
With
hydrogenchloride; lithium hydroxide; sodium hydroxide; sodium tetrahydroborate; Bn4NCl; dimethoxypropane; sodium hydrogencarbonate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; trifluoroacetic anhydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo00027a016
