تفاعل #1973907

معادلة التفاعل

Benzyloxy acetyl chloride

Benzyloxy Acetyl Chloride

2-chloro-5-methoxyaniline hydrochloride

triethylamine

→

2-Benzyloxy-N-(2-chloro-5-methoxy-phenyl) acetamide

المردود 103.0%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   أخرىThe stirred reaction
2. 2
   أخرىa heavy precipitation of triethylamine hydrochloride
3. 3
   غسيلThe dichloromethane solution was washed with 10% aqueous potassium carbonate (50 mL)
4. 4
   تجفيفdried over magnesium sulfate
5. 5
   تركيزconcentrated in vacuo

الإجراء التجريبي

Benzyloxy acetyl chloride (1) (11.0 g, 60.0 mmol) and 2-chloro-5-methoxyaniline hydrochloride (11.7 g, 60.2 mmol) in dichloromethane (100 mL) at 0° C., was stirred and triethylamine (13.0 g 126.0 mmol, 18.0 mL) added slowly over 15 min. The stirred reaction was allowed to warm to RT over 18 h. There was a heavy precipitation of triethylamine hydrochloride. The dichloromethane solution was washed with 10% aqueous potassium carbonate (50 mL), dried over magnesium sulfate and concentrated in vacuo to afford 18.9 g (quantitative) of 2-Benzyloxy-N-(2-chloro-5-methoxy-phenyl) acetamide (2) as a gum. The structure was confirmed by 13C NMR (75 MHz, CDCl3): δC 55.6, 69.6, 73.6, 106.2, 111.1, 114.1, 127.7, 128.3, 128.6, 129.2, 134.6, 136.5, 158.9, and 167.7.

المصدر