تفاعل #952027

معادلة التفاعل

Trifluoroacetic acid

ethyl 6-[4-[N-(4-pyridyl)-N-tertiary-butyloxycarbonylamino]phenoxy]hexanoate

→

title compound

Ethyl 6-[4-(4-pyridylamino)phenoxy]hexanoate

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   أخرىAfter 18 hours the solvents were removed in vacuo
2. 2
   workup.DISSOLUTIONthe residual gum dissolved in dichloromethane
3. 3
   workup.ADDITIONThis solution was treated with a saturated solution of sodium hydrogen carbonate
4. 4
   غسيلThe organic phase was washed with water
5. 5
   أخرىdried
6. 6
   أخرىevaporated

الإجراء التجريبي

Trifluoroacetic acid (3 ml) was added to a stirred solution of ethyl 6-[4-[N-(4-pyridyl)-N-tertiary-butyloxycarbonylamino]phenoxy]hexanoate (260 mg) dissolved in dichloromethane (3 ml). After 18 hours the solvents were removed in vacuo and the residual gum dissolved in dichloromethane. This solution was treated with a saturated solution of sodium hydrogen carbonate. The organic phase was washed with water, dried and evaporated. Trituration of the residue with hexane gave the title compound, 120 mg, as a white solid: m.p. 104°-106° C.; NMR (CDCl3) δ8.22 (2H, d), 7.12 (2H, d), 6.90 (2H, d), 6.64 (.2H, dd), 5.82 (1H, s), 4.13 (2H, q), 3.97 (2H, t), 2.34 (2H, t), 1.80 (2H, m), 1.70 (2H, m), 1.53 (2H, m), 1.27 (3H, t); m/e 329 (M+H)+ ; calculated for C19H24N2O3.0.25H2O: C, 68.6; H, 7.4; N, 8.4. found: C, 68.8; H, 7.3; N, 8.2%.

المصدر