Multi-step reaction with 11 steps
1: dipotassium peroxodisulfate; copper(ll) sulfate pentahydrate / water; acetonitrile / 0.67 h / Heating / reflux
2: sodium ethanolate / ethanol / 48 h / 20 °C
3: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / chlorobenzene / 1 h / 20 - 85 °C
4: acetonitrile / 1 h / Heating / reflux; Inert atmosphere
5: ethyloxirane; acetonitrile / 15 h / Heating / reflux
6: hydrogen / palladium 10% on activated carbon / ethyl acetate / 36 h / 20 °C / 760.05 Torr
7: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 - 20 °C
8: carbon tetrabromide; triphenylphosphine / dichloromethane / 3 h / 0 - 10 °C
9: potassium carbonate / N,N-dimethyl-formamide; acetone / 24 h / 70 °C
10: trifluoroacetic acid / dichloromethane / 4 h / 20 °C
11: N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / tetrahydrofuran; dichloromethane / 36 h / 20 °C
With
dipotassium peroxodisulfate; N-Bromosuccinimide; copper(ll) sulfate pentahydrate; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; tetrabutyl ammonium fluoride; hydrogen; sodium ethanolate; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid;
palladium 10% on activated carbon;
In
tetrahydrofuran; ethyloxirane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; chlorobenzene; acetone; acetonitrile;
2: Horner-Wadsworth-Emmons Olefination / 4: Wittig Reaction / 5: Wittig Reaction;