反応 #531806

反応方程式

Benzyl bromide

2-Bromo-5-hydroxy-4-methoxybenzaldehyde

K2CO3

acetonitrile

→

2

収率 83.0%

5-Benzyloxy-2-bromo-4-methoxybenzaldehyde

収率 83.0%

溶媒

water

反応条件

後処理

1. 1
   その他flushed with Ar
2. 2
   温度After cooling
3. 3
   抽出extracted with CH2Cl2 (300 mL)
4. 4
   洗浄The CH2Cl2 was washed with water (3×100 mL)
5. 5
   その他dried
6. 6
   濃縮concentrated
7. 7
   その他Recrystallization with isopropanol: water (3:1)

実験手順

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).

出典