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

HRID 236357

反応式

HRID 236357 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

HCID 137705221-Ethyl-5-formyloxindole収率 76%

試薬・触媒・溶媒 2

HCID 24193Titanium Tetrachloride触媒2 回HCID 6344Dichloromethane溶媒

反応条件

温度
25 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-05ae04dbe4754f18a2fe9e83b1959cf3
出典データセット
uspto-grants-1987_02
特許番号
US04644005

関連ノート

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