반응 #1111004

반응 방정식

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

수율 62.2%

용매

DMF

반응 조건

후처리

1. 1
   추출extracted with EtOAc (2×75 mL)
2. 2
   세척The combined extracts were washed with water (100 mL), brine (100 mL)
3. 3
   건조dried over anhydrous Na2SO4
4. 4
   여과filtered
5. 5
   기타evaporated
6. 6
   기타The crude residue was purified by flash chromatography

실험 절차

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.

출처