반응 #531806

반응 방정식

Benzyl bromide

2-Bromo-5-hydroxy-4-methoxybenzaldehyde

K2CO3

acetonitrile

→

2

수율 83.0%

5-Benzyloxy-2-bromo-4-methoxybenzaldehyde

수율 83.0%

용매

water

반응 조건

후처리

1. 1
   기타flushed with Ar
2. 2
   온도After cooling
3. 3
   추출extracted with CH2Cl2 (300 mL)
4. 4
   세척The CH2Cl2 was washed with water (3×100 mL)
5. 5
   기타dried
6. 6
   농축concentrated
7. 7
   기타Recrystallization with isopropanol: water (3:1)

실험 절차

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).

출처