Technology Process of 1-Diazo-3-((R)-1,3,3-trimethyl-2-methylene-cyclohexyl)-propan-2-one
There total 11 articles about 1-Diazo-3-((R)-1,3,3-trimethyl-2-methylene-cyclohexyl)-propan-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 12 steps
1: diethyl ether / 0 - 20 °C
2: 750 mg / PCC; silica gel / CH2Cl2 / 12 h
3: 90 percent / NBS / CH2Cl2; methanol / 6 h / 0 - 5 °C
4: 76 percent / potassium tert-butoxide / tetrahydrofuran / -5 - 20 °C
5: O3; NaHCO3 / CH2Cl2 / 0.08 h / -70 °C
6: 93 mg / Ac2O; Et3N; 4-N,N-(dimethylamino)pyridine / benzene / 6 h / Heating
7: 90 percent / H2 / Pd/C / ethyl acetate / 0.5 h
8: 60 percent Turnov. / BF3*OEt2 / benzene / 2 h / 0 - 5 °C
9: 90 percent / Raney Ni / ethanol / 0.5 h / Heating
10: 94 percent / aq. NaOH / methanol / 12 h / Heating
11: oxalyl chloride / benzene / 2 h / 20 °C
12: 22 mg / diethyl ether / 2 h / 20 °C
With
dmap; sodium hydroxide; N-Bromosuccinimide; oxalyl dichloride; boron trifluoride diethyl etherate; potassium tert-butylate; hydrogen; acetic anhydride; silica gel; nickel; sodium hydrogencarbonate; ozone; triethylamine; pyridinium chlorochromate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; ethyl acetate; benzene;
6: Criegee rearrangement;
DOI:10.1021/jo0105484
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 90 percent / H2 / Pd/C / ethyl acetate / 0.5 h
2: 60 percent Turnov. / BF3*OEt2 / benzene / 2 h / 0 - 5 °C
3: 90 percent / Raney Ni / ethanol / 0.5 h / Heating
4: 94 percent / aq. NaOH / methanol / 12 h / Heating
5: oxalyl chloride / benzene / 2 h / 20 °C
6: 22 mg / diethyl ether / 2 h / 20 °C
With
sodium hydroxide; oxalyl dichloride; boron trifluoride diethyl etherate; hydrogen; nickel;
palladium on activated charcoal;
In
methanol; diethyl ether; ethanol; ethyl acetate; benzene;
DOI:10.1021/jo0105484
- Guidance literature:
-
Multi-step reaction with 8 steps
1: O3; NaHCO3 / CH2Cl2 / 0.08 h / -70 °C
2: 93 mg / Ac2O; Et3N; 4-N,N-(dimethylamino)pyridine / benzene / 6 h / Heating
3: 90 percent / H2 / Pd/C / ethyl acetate / 0.5 h
4: 60 percent Turnov. / BF3*OEt2 / benzene / 2 h / 0 - 5 °C
5: 90 percent / Raney Ni / ethanol / 0.5 h / Heating
6: 94 percent / aq. NaOH / methanol / 12 h / Heating
7: oxalyl chloride / benzene / 2 h / 20 °C
8: 22 mg / diethyl ether / 2 h / 20 °C
With
dmap; sodium hydroxide; oxalyl dichloride; boron trifluoride diethyl etherate; hydrogen; acetic anhydride; nickel; sodium hydrogencarbonate; ozone; triethylamine;
palladium on activated charcoal;
In
methanol; diethyl ether; ethanol; dichloromethane; ethyl acetate; benzene;
2: Criegee rearrangement;
DOI:10.1021/jo0105484
