Reaktion #531806

Reaktionsgleichung

Benzyl bromide

2-Bromo-5-hydroxy-4-methoxybenzaldehyde

K2CO3

acetonitrile

→

2

Ausbeute 83.0%

5-Benzyloxy-2-bromo-4-methoxybenzaldehyde

Ausbeute 83.0%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeflushed with Ar
2. 2
   TemperaturAfter cooling
3. 3
   Extraktionextracted with CH2Cl2 (300 mL)
4. 4
   WaschenThe CH2Cl2 was washed with water (3×100 mL)
5. 5
   Sonstigedried
6. 6
   Einengenconcentrated
7. 7
   SonstigeRecrystallization with isopropanol: water (3:1)

Vorschrift

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).

Quelle