تفاعل #1772050

معادلة التفاعل

Water

Acetyl chloride

3-bromophenol

pyridine

→

3-bromophenyl acetate

المردود 96.0%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   استخلاصthe organic layer was extracted with dichloromethane
2. 2
   غسيلThe combined organic layers were washed with 2.5N NaHSO4, 3N NaOH, water, brine
3. 3
   تجفيفdried over Na2SO4
4. 4
   ترشيحfiltered
5. 5
   تركيزConcentration

الإجراء التجريبي

Acetyl chloride (10.2 mL, 144 mmol) was added in a dropwise manner over 1 h to a cold (ice bath) solution of 3-bromophenol (25 g, 144 mmol) and pyridine (10.8 mL, 144 mmol) in dichloromethane (100 mL), and the reaction was stirred 18 hr at room temperature. Water (150 mL) was added and the organic layer was extracted with dichloromethane. The combined organic layers were washed with 2.5N NaHSO4, 3N NaOH, water, brine, and dried over Na2SO4, and filtered. Concentration gave the 3-bromophenyl acetate as a pink liquid (28 g, 96%). GC-MS data: 214 (M+); 1H NMR (DMSO-d6): 7.37-7.39 (d, 1H), 7.26-7.30 (m, 2H), 7.04-7.07 (t, 1H), 2.30 (s, 3H).

المصدر