Technology Process of trans-1,2,3,4,4a,5,6,8a-octahydro-1,1-dimethyl-6,6-ethylenedioxy-4a-(tosyloxymethyl)naphthalene
There total 9 articles about trans-1,2,3,4,4a,5,6,8a-octahydro-1,1-dimethyl-6,6-ethylenedioxy-4a-(tosyloxymethyl)naphthalene 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 8 steps
1: 97.4 percent / Li/NH3(l) / diethyl ether / 0.5 h
2: 1.) conc. HCl, 2.) triethylaluminum / 1.) THF, 2 h, 2.) THF, hexane, 0 deg C, 2h.
3: 97.4 percent / p-toluenesulfonic acid monohydrate / toluene / 4 h / Heating
4: 99.1 percent / phenyltrimethylammonium perbromide / CH2Cl2
5: 93 percent / DBU / 1.) 120-150 deg C, 1.5 h, 2.) 150 deg C, 0.5 h.
6: 1.) LiAlH4, 2.) 5percent acetic acid
7: 98 percent / NaBH4 / aq. ethanol / 1.) room temperature, 10 min, 2.) 30-70 deg C, 1 h, 3.) reflux, 1 h.
8: n-butyllithium / tetrahydrofuran
With
hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; ammonia; triethylaluminum; phenyltrimethylammonium tribromide; lithium; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; toluene;
DOI:10.1021/jo01290a005
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 90.3 percent / 97percent hydrazine, 85percent KOH / ethane-1,2-diol / 1.) 130 deg C, 1 h, 2.) reflux , 21 h.
2: 97.4 percent / Li/NH3(l) / diethyl ether / 0.5 h
3: 1.) conc. HCl, 2.) triethylaluminum / 1.) THF, 2 h, 2.) THF, hexane, 0 deg C, 2h.
4: 97.4 percent / p-toluenesulfonic acid monohydrate / toluene / 4 h / Heating
5: 99.1 percent / phenyltrimethylammonium perbromide / CH2Cl2
6: 93 percent / DBU / 1.) 120-150 deg C, 1.5 h, 2.) 150 deg C, 0.5 h.
7: 1.) LiAlH4, 2.) 5percent acetic acid
8: 98 percent / NaBH4 / aq. ethanol / 1.) room temperature, 10 min, 2.) 30-70 deg C, 1 h, 3.) reflux, 1 h.
9: n-butyllithium / tetrahydrofuran
With
hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; ammonia; triethylaluminum; phenyltrimethylammonium tribromide; lithium; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; ethylene glycol; toluene;
DOI:10.1021/jo01290a005
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1.) conc. HCl, 2.) triethylaluminum / 1.) THF, 2 h, 2.) THF, hexane, 0 deg C, 2h.
2: 97.4 percent / p-toluenesulfonic acid monohydrate / toluene / 4 h / Heating
3: 99.1 percent / phenyltrimethylammonium perbromide / CH2Cl2
4: 93 percent / DBU / 1.) 120-150 deg C, 1.5 h, 2.) 150 deg C, 0.5 h.
5: 1.) LiAlH4, 2.) 5percent acetic acid
6: 98 percent / NaBH4 / aq. ethanol / 1.) room temperature, 10 min, 2.) 30-70 deg C, 1 h, 3.) reflux, 1 h.
7: n-butyllithium / tetrahydrofuran
With
hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; triethylaluminum; phenyltrimethylammonium tribromide; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1021/jo01290a005
