Multi-step reaction with 9 steps
1.1: sodium hydride; ethanol / diethyl ether; mineral oil / 20 °C
2.1: sodium acetate / water; methanol / 20 °C
3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0 - 20 °C
4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 °C / Inert atmosphere
4.2: 0.5 h / 20 °C
5.1: diiodomethane; isopentyl nitrite / acetonitrile / 1 h / 50 °C
6.1: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / 0.5 h / 150 °C / Microwave irradiation
7.1: N-Bromosuccinimide / dichloromethane / 0.5 h / 0 °C
8.1: boron tribromide / dichloromethane / -78 - 20 °C / Inert atmosphere
9.1: copper(l) iodide / N,N-dimethyl-formamide / 110 °C / Inert atmosphere
With
N-Bromosuccinimide; diiodomethane; ethanol; sodium acetate; boron tribromide; sodium hydride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; isopentyl nitrite;
copper(l) iodide; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;