تفاعل #1833276

معادلة التفاعل

tert-butyl-(trans)-2-(4-hydroxyphenyl)cyclopropylcarbamate

Intermediate N

tert-butyl-(trans)-2-(4-hydroxyphenyl)cyclopropylcarbamate

K2CO3

3-Bromo benzyl bromide

→

tert-butyl(trans)-2-(4-(3-bromobenzyloxy)phenyl)cyclopropylcarbamate

المردود 62.2%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with EtOAc (2×75 mL)
2. 2
   غسيلThe combined extracts were washed with water (100 mL), brine (100 mL)
3. 3
   تجفيفdried over anhydrous Na2SO4
4. 4
   ترشيحfiltered
5. 5
   أخرىevaporated
6. 6
   أخرىThe crude residue was purified by flash chromatography

الإجراء التجريبي

To a solution of tert-butyl-(trans)-2-(4-hydroxyphenyl)cyclopropylcarbamate (Intermediate N, 5 g, 20.0 mmol), K2CO3 (6.8 g, 50.0 mmol) in dry DMF (10 vols) was added 3-Bromo benzyl bromide (5 g, 20.0 mmol) and stirred at RT for 16 h. After completion, the reaction mixture was poured into ice water (150 mL) and extracted with EtOAc (2×75 mL). The combined extracts were washed with water (100 mL), brine (100 mL), dried over anhydrous Na2SO4, filtered and evaporated. The crude residue was purified by flash chromatography to give (tert-butyl(trans)-2-(4-(3-bromobenzyloxy)phenyl)cyclopropylcarbamate (5.2 g, 62%) as a white solid. The crude was carried to next step without further purification.

المصدر