تفاعل #573245

معادلة التفاعل

water

ethyl-3-chloropropionate

sodium hydride

5-benzyloxyindole

→

title product

1-ethoxycarbonylethyl-5-benzyloxyindole

المذيبات

N,N-dimethylformamide

dimethylformamide

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with ethyl acetate
2. 2
   غسيلThe organic layer was washed with water
3. 3
   تجفيفdried over magnesium sulfate
4. 4
   تركيزconcentrated in vacuo
5. 5
   أخرىThe residue was chromatographed on silica gel eluting with 15%-ethyl acetate in n-hexanes

الإجراء التجريبي

To a suspension of 60% sodium hydride (15 g) in dimethylformamide (30 ml) was added a N,N-dimethylformamide solution of 5-benzyloxyindole (5.0 g) at 0° C. After 15 minutes a solution of ethyl-3-chloropropionate (3.1 ml) in N,N-dimethylformamide was added dropwise and the reaction mixture stirred for a further 5 hours at ambient temperature. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water, dried over magnesium sulfate, and concentrated in vacuo. The residue was chromatographed on silica gel eluting with 15%-ethyl acetate in n-hexanes to yield the title product (6.81 g).

المصدر