تفاعل #53541

معادلة التفاعل

4-aminophenol

di-tert-butyl-dicarbonate

diisopropylethylamine

→

4Boc-aminophenol

المردود 96.1%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   تركيزconcentrated
2. 2
   غسيلthe solution was washed with brine
3. 3
   تجفيفdried (MgSO4)
4. 4
   تركيزconcentrated
5. 5
   أخرىPurification on a silica gel column
6. 6
   غسيلeluting with 5% methanol/40% ethyl acetate hexane

الإجراء التجريبي

To a solution of 4-aminophenol (10.9 g, 100 mmol) in THF (150 mL) cooled in an ice bath was added di-tert-butyl-dicarbonate (21.8 g, 100 mmol) followed by diisopropylethylamine (17.4 mL, 100 mmol). The mixture was stirred at room temperature overnight and concentrated. The residue was taken up in ethyl acetate and the solution was washed with brine, dried (MgSO4), and concentrated. Purification on a silica gel column eluting with 5% methanol/40% ethyl acetate hexane gave 4Boc-aminophenol (20.1 g, 96%). MS(NH3—CI): (M+NH3+H)=227.

المصدر