Methane, dichloromethoxy- → 1-Ethyl-5-formyloxindole

HRID 236357

반응식

HRID 236357 반응식
[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][C:4]1=[O:12])[CH3:2].[CH3:13][O:14]C(Cl)Cl>[Ti](Cl)(Cl)(Cl)Cl.C(Cl)Cl>[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][C:8]([CH:13]=[O:14])=[CH:9][CH:10]=2)[CH2:5][C:4]1=[O:12])[CH3:2]

참가 물질

5

반응물 2

HCID 21004Methane, dichloromethoxy-2회HCID 66135N-Ethyloxindole

생성물 1

HCID 137705221-Ethyl-5-formyloxindole수율 76%

시약·촉매·용매 2

HCID 24193Titanium Tetrachloride촉매2회HCID 6344Dichloromethane용매

반응 조건

온도
25 °C

실험 절차

To a solution of 32.2 g. (0.2 mole) of 1-ethyloxindole in 200 ml. of methylene chloride was added 44 ml. (0.4 mole) of titanium tetrachloride followed by 22.6 ml. (0.25 mole) of dichloromethyl methyl ether. The reaction was stirred for 10.5 days at 25° C. followed by the addition of additional titanium tetrachloride and dichloromethyl methyl ether every 48 hours. The reaction was poured onto 1 l. of ice and water and extracted with methylene chloride. Concentration of the dried extract gave the crude product which was recrystallized from diethyl ether, 28.6 g. (76% yield), m.p. 126°-127° C.

후처리

  1. additionThe reaction was poured onto 1 l
  2. extractionof ice and water and extracted with methylene chloride
  3. extractionConcentration of the dried extract

출처 및 근거

ORD 기록
ord-05ae04dbe4754f18a2fe9e83b1959cf3
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04644005

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