تفاعل #1976453

معادلة التفاعل

2-({1-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-naphthalene-2-carbonyl}-amino)-2-methyl-propionic acid methyl ester

tetra-butylammonium fluoride

→

2-{[1-(2-hydroxy-ethoxy)-naphthalene-2-carbonyl]-amino}-2-methyl-propionic acid methyl ester

المردود 80.4%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىat −10° C
2. 2
   workup.ADDITIONIt was then poured onto ice-water
3. 3
   استخلاصextracted with ethyl acetate three times
4. 4
   غسيلThe combined organic layers were then washed with water
5. 5
   تجفيفdried over sodium sulphate
6. 6
   تركيزconcentrated in vacuo
7. 7
   أخرىcrystallized from n-pentane

الإجراء التجريبي

To 112 mg 2-({1-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-naphthalene-2-carbonyl}-amino)-2-methyl-propionic acid methyl ester in 1 ml abs. THF at −10° C. 0.25 ml tetra-butylammonium fluoride (1 M in THF) was added, and the reaction was stirred at 0° C. for 3 h. It was then poured onto ice-water and extracted with ethyl acetate three times. The combined organic layers were then washed with water, dried over sodium sulphate, concentrated in vacuo and crystallized from n-pentane to yield 67 mg 2-{[1-(2-hydroxy-ethoxy)-naphthalene-2-carbonyl]-amino}-2-methyl-propionic acid methyl ester.

المصدر