Multi-step reaction with 13 steps
1: 1.) toluene-p-sulphonic acid, 2.) lithium aluminium hydride / 1.) benzene, room temperature, 2 h, 2.) THF, room temperature, 1 h
2: 3.26 g / pyridinium chlorochromate / CH2Cl2 / 3 h / Ambient temperature
3: 1.4 g / tetrahydrofuran / 3 h / Ambient temperature
4: 115.4 mg / pyridinium dichromate / CH2Cl2; dimethylformamide / 2 h / Ambient temperature
5: 36.4 mg / lithium aluminium hydride, ethanol, (R)-(+)-2,2'-dihydroxy-1,1'-binaphthyl / tetrahydrofuran / 20 h / -90 °C
6: 47.8 mg / t-butyl hydroperoxide, VO(acac)2 / benzene / 3 h / Ambient temperature
7: 21 mg / potassium carbonate / propan-2-ol / 2 h / Heating
8: 367 mg / lithium aluminium hydride / tetrahydrofuran / 2 h / Heating
9: 215 mg / 2M-aq. hydrochloric acid / methanol / 1 h / Ambient temperature
10: 48 mg / pyridine / 18 h / Ambient temperature
11: N-bromosuccinimide / CCl4 / 0.33 h / Heating
12: 1.) s-collidine, 2.) toluene-p-sulphonic acid / 1.) xylene, reflux, 10 min, 2.) acetone, RT, 15 h
13: 3.69 mg / benzene; ethanol / 1.) irradiation, ice-cooling, 2.5 min, 2.) reflux, 1 h
With
pyridine; 2,4,6-trimethyl-pyridine; hydrogenchloride; tert.-butylhydroperoxide; N-Bromosuccinimide; lithium aluminium tetrahydride; dipyridinium dichromate; bis(acetylacetonate)oxovanadium; ethanol; (R)-1,1'-Bi-2-naphthol; potassium carbonate; toluene-4-sulfonic acid; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; benzene;