تفاعل #63302

معادلة التفاعل

2-[(4-amino)phenyl]ethanol

diisopropylethylamine

heptafluorobutyryl chloride

→

2,2,3,3,4,4,4-heptafluoro-N-[4-(2-hydroxyethyl)phenyl]butanamide

المردود 65.4%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe precipitate was filtered off
2. 2
   workup.ADDITIONthe filtrate was diluted with ethylacetate (100 mL)
3. 3
   غسيلwashed with water (3×500 mL)
4. 4
   تجفيفdried over sodium sulfate
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated with a rotary evaporator
7. 7
   أخرىThe residue was triturated with dichloromethane
8. 8
   ترشيحcollected by filtration
9. 9
   workup.DISSOLUTIONThe combined solids were dissolved in diethyl ether
10. 10
    غسيلwashed with water and saturated aqueous sodium chloride solutions
11. 11
    تجفيفdried over sodium sulfate
12. 12
    ترشيحfiltered
13. 13
    تركيزconcentrated

الإجراء التجريبي

To a 0° C. solution of 2-[(4-amino)phenyl]ethanol (25 g), diisopropylethylamine (23.9 g) and dichloromethane (400 mL) was added heptafluorobutyryl chloride (41.8 g) dropwise over 0.5 hour. The mixture was allowed to warm gradually to room temperature and stirred for 2 hours. The precipitate was filtered off and the filtrate was diluted with ethylacetate (100 mL), washed with water (3×500 mL), dried over sodium sulfate, filtered and concentrated with a rotary evaporator. The residue was triturated with dichloromethane and collected by filtration. The combined solids were dissolved in diethyl ether and washed with water and saturated aqueous sodium chloride solutions, dried over sodium sulfate, filtered and concentrated to give 2,2,3,3,4,4,4-heptafluoro-N-[4-(2-hydroxyethyl)phenyl]butanamide as a white solid (39.2 g).

المصدر