تفاعل #70000

معادلة التفاعل

(E)-3-(3′-adamantan-1-yl-4′-hydroxybiphenyl-4-yl)acrylic acid tert-butyl ester

N-chloromethylphthalimide

K2CO3

NaI

→

3-[3′-Adamantan-1-yl-4′-(1,3-dioxo-1,3-dihydroisoindol-2-ylmethoxy)-biphenyl-4-yl]acrylic acid tert-butyl ester

المردود 55.0%

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent was evaporated
2. 2
   غسيلThe organic phase was washed with water
3. 3
   تجفيفdried over Na2SO4
4. 4
   ترشيحfiltered
5. 5
   أخرىevaporated under reduced pressure

الإجراء التجريبي

A solution of (E)-3-(3′-adamantan-1-yl-4′-hydroxybiphenyl-4-yl)acrylic acid tert-butyl ester (200 mg, 0.464 mmol), N-chloromethylphthalimide (91 mg, 0.464 mmol), K2CO3 (70 mg, 0.464 mmol) and NaI (70 mg, 0.464 mmol) was stirred overnight at RT in the dark. The solvent was evaporated and the residue was taken up in EtOAc. The organic phase was washed with water, dried over Na2SO4, filtered and evaporated under reduced pressure. 3-[3′-Adamantan-1-yl-4′-(1,3-dioxo-1,3-dihydroisoindol-2-ylmethoxy)-biphenyl-4-yl]acrylic acid tert-butyl ester was obtained after purification on silica gel (EtOAc/hexane 15:85) in 55% yield (150 mg).

المصدر