Multi-step reaction with 7 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere
2.1: aluminum (III) chloride / dichloromethane / 1 h / 0 °C / Inert atmosphere
3.1: palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine / ethyl acetate / 2 h / 20 °C
4.1: acetic acid / methanol / 3 h / 45 °C / Molecular sieve; Inert atmosphere
4.2: 12 h / 20 °C / Inert atmosphere
5.1: dichlorotriphenylphosphorane / chloroform / 12 h / 60 °C / Inert atmosphere
6.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere
7.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere
With
aluminum (III) chloride; lithium hydroxide monohydrate; palladium 10% on activated carbon; water; hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; dichlorotriphenylphosphorane;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;
2.1: Friedel Crafts acylation / 3.1: Rosenmund reduction;
DOI:10.1002/cmdc.201100194