Реакция #77969

Уравнение реакции

2,6-dimethoxyphenol

1,8-diazabicyclo[5.4.0]undec-7-ene

→

trimethoxybenzene

Растворители

EtOAc

H2O

Условия реакции

Обработка

1. 1
   Температураthe resulting solution was heated
2. 2
   ТемператураThe reaction was cooled to ambient temperature
3. 3
   ДругоеThe organic layer was separated
4. 4
   Промывкаwashed in sequence with H2O (40 mL), 2M HCl (2×40 mL), 2M NaOH (2×40 mL) and H2O
5. 5
   СушкаThe organic layer was dried over Na2SO4
6. 6
   Фильтрацияfiltered
7. 7
   Концентрированиеconcentrated under vacuum

Методика

To a solution of 2,6-dimethoxyphenol (1.0 g, 6.49 mmol) in DMC (10 mL), 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (0.99 g, 6.49 mmol) was added and the resulting solution was heated to reflux (90° C.) for 4.5 hours. The reaction was cooled to ambient temperature and diluted with EtOAc (50 mL) and H2O (40 mL). The organic layer was separated and washed in sequence with H2O (40 mL), 2M HCl (2×40 mL), 2M NaOH (2×40 mL) and H2O. The organic layer was dried over Na2SO4, filtered and concentrated under vacuum to give trimethoxybenzene as a solid. The yield of trimethoxybenzene as determined by HPLC was 99%.

Источник