反应详情

Heat a mixture of 4-amino-2-tert-butyl-5-methyl-phenol (600 mg, 3.2 mmol), N,N-dimethylamine ethyl bromide HBr salt (820 mg, 3.4 mmol), and potassium hydroxide (750 mg, 13.4 mmol) in 1,2-dimethoxyethane in a microwave vessel with irradiation of <10 Watts at a temperature of 150-170° C. for 5 minutes. After the reaction cools, filter via Celite® and wash with dichloromethane. Concentrate the filtrate and purify by silica gel column chromatography, with a gradient from 100% DCM to 5% MeOH in DCM to 5% (2N ammonia in MeOH) in DCM to yield the title compound as a red brown oil (26% yield). LCMS (ES), m/z 251 (M+1).

1. temperatureHeat
2. customwith irradiation of <10 Watts at a temperature of 150-170° C. for 5 minutes
3. filtrationfilter via Celite®
4. washwash with dichloromethane
5. concentrationConcentrate the filtrate
6. custompurify by silica gel column chromatography, with a gradient from 100% DCM to 5% MeOH in DCM to 5% (2N ammonia in MeOH) in DCM