Technology Process of endo,endo-7,8-diphenylbicyclo<4.1.1>octane
There total 6 articles about endo,endo-7,8-diphenylbicyclo<4.1.1>octane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: SOCl2 / CHCl3 / 1.) RT, 2 h, 2.) 50 deg C, 3 h
2: tetrahydrofuran; diethyl ether / 2 h / 0 °C
3: Et3N, AgOAc / 50 °C
4: 1.) Na, K, Me3SiCl, 2.) NaBH4 / 1.) benzene, reflux, 4 h, 2.) EtOH, reflux, 2 h
5: 85 percent / benzene / 20 h / Heating
6: 1.) MeI, 2.) Zn, glacial acetic acid / 1.) glyme, 90 deg C, 5 h, 2.) THF, RT, overnight
7: 98 percent / H2 / 10percent Pd/C / ethyl acetate / 53 h / 760 Torr
With
sodium tetrahydroborate; chloro-trimethyl-silane; thionyl chloride; hydrogen; silver(I) acetate; sodium; acetic acid; triethylamine; zinc; methyl iodide;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; chloroform; ethyl acetate; benzene;
DOI:10.1021/jo00148a008
- Guidance literature:
-
Multi-step reaction with 6 steps
1: tetrahydrofuran; diethyl ether / 2 h / 0 °C
2: Et3N, AgOAc / 50 °C
3: 1.) Na, K, Me3SiCl, 2.) NaBH4 / 1.) benzene, reflux, 4 h, 2.) EtOH, reflux, 2 h
4: 85 percent / benzene / 20 h / Heating
5: 1.) MeI, 2.) Zn, glacial acetic acid / 1.) glyme, 90 deg C, 5 h, 2.) THF, RT, overnight
6: 98 percent / H2 / 10percent Pd/C / ethyl acetate / 53 h / 760 Torr
With
sodium tetrahydroborate; chloro-trimethyl-silane; hydrogen; silver(I) acetate; sodium; acetic acid; triethylamine; zinc; methyl iodide;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; ethyl acetate; benzene;
DOI:10.1021/jo00148a008
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 85 percent / benzene / 20 h / Heating
2: 1.) MeI, 2.) Zn, glacial acetic acid / 1.) glyme, 90 deg C, 5 h, 2.) THF, RT, overnight
3: 98 percent / H2 / 10percent Pd/C / ethyl acetate / 53 h / 760 Torr
With
hydrogen; acetic acid; zinc; methyl iodide;
palladium on activated charcoal;
In
ethyl acetate; benzene;
DOI:10.1021/jo00148a008
