تفاعل #531806
ord-dd77b5c646954f9197777bd4683773f4
معادلة التفاعل
Benzyl bromide
2-Bromo-5-hydroxy-4-methoxybenzaldehyde
K2CO3
acetonitrile
→
2
المردود 83.0%
5-Benzyloxy-2-bromo-4-methoxybenzaldehyde
المردود 83.0%
الكواشف
لا شيء
المذيبات
ظروف التفاعل
درجة الحرارة
50°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1أخرىflushed with Ar
- 2درجة الحرارةAfter cooling
- 3استخلاصextracted with CH2Cl2 (300 mL)
- 4غسيلThe CH2Cl2 was washed with water (3×100 mL)
- 5أخرىdried
- 6تركيزconcentrated
- 7أخرىRecrystallization with isopropanol: water (3:1)
الإجراء التجريبي
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).