تفاعل #685027

ord-c2e866c8818e4e0d91f3499cf7eebf1d

معادلة التفاعل

O=C(O)CCc1c[nH]c2c1C(=O)CCC2
3-Carboxyethyl-4-oxo-4,5,6,7-tetrahydro-1H-indole
O=S(=O)(O)O
sulfuric acid
CCO
ethanol
CCOC(=O)CCc1c[nH]c2c1C(=O)CCC2
3-(3-ethoxy-3-oxopropyl)-4-oxo-4,5,6,7-tetrahydro-1H-indole
المردود 99.0%
CCOC(=O)CCc1c[nH]c2c1C(=O)CCC2
3-(3-Ethoxy-3-oxopropyl)-4-oxo-4,5,6,7-tetrahydro-1H-indole
المردود 99.0%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe reaction mixture was heated
  2. 2
    درجة الحرارةat reflux for 12 h
  3. 3
    تركيزThe solution was concentrated under reduced pressure
  4. 4
    غسيلthe resultant solids were washed with water (200 mL×2)
  5. 5
    أخرىThe solids were air-dried

الإجراء التجريبي

3-Carboxyethyl-4-oxo-4,5,6,7-tetrahydro-1H-indole (3, 52.0 g, 0.251 mol) in ethanol (100 mL) was added with sulfuric acid (1.0 mL). The reaction mixture was heated at reflux for 12 h. The solution was concentrated under reduced pressure and the resultant solids were washed with water (200 mL×2). The solids were air-dried to give 3-(3-ethoxy-3-oxopropyl)-4-oxo-4,5,6,7-tetrahydro-1H-indole (4, 59.0 g, 0.251 mol) as yellow solids in >99% yield.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07897602B2uspto-grants-2011_03