Реакция #531806

Уравнение реакции

Benzyl bromide

2-Bromo-5-hydroxy-4-methoxybenzaldehyde

K2CO3

acetonitrile

→

2

Выход 83.0%

5-Benzyloxy-2-bromo-4-methoxybenzaldehyde

Выход 83.0%

Растворители

water

Условия реакции

Обработка

1. 1
   Другоеflushed with Ar
2. 2
   ТемператураAfter cooling
3. 3
   Экстракцияextracted with CH2Cl2 (300 mL)
4. 4
   ПромывкаThe CH2Cl2 was washed with water (3×100 mL)
5. 5
   Другоеdried
6. 6
   Концентрированиеconcentrated
7. 7
   ДругоеRecrystallization with isopropanol: water (3:1)

Методика

2-Bromo-5-hydroxy-4-methoxybenzaldehyde (25 g, 0.108 mol) and K2CO3 (30 g, 0.216 mol) were added to acetonitrile (250 mL) and flushed with Ar. Benzyl bromide (20 g, 0.12 mol) was added and the mixture was heated under Ar for 20 h at 50° C. After cooling, the mixture was poured into water (200 ml) and extracted with CH2Cl2 (300 mL). The CH2Cl2 was washed with water (3×100 mL), dried and concentrated. Recrystallization with isopropanol: water (3:1) gave 28.8 g (83%) of 2 as a light brown solid. 1H-NMR (400 MHz, CDCl3) dH 3.96 (3H, s, OCH3), 5.16 (2H, s, CH2Ph), 7.07-7.48 (7H, m, ArH+CH2Ph), 10.16 (1H, s, CHO).

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