Water → HCID 11502325、化合物

HRID 505927ノート

反応式

HRID 505927 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][C:16]=3[N+:18]([O-:20])=[O:19])[NH:11][C:10]=2[CH3:21])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].O.Br[CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32]>C(#N)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8][C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][C:16]=3[N+:18]([O-:20])=[O:19])[N:11]([CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])[C:10]=2[CH3:21])=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 116021623-(4-Chlorophenylsulfanyl)-2-methyl-4-nitro-1H-indole

生成物 1

HCID 11502325HCID 11502325、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒3 回

反応条件

温度
50 °C

実験手順

3-(4-Chlorophenylsulfanyl)-2-methyl-4-nitro-1H-indole (3.76 kg, 11.8 mol) and potassium carbonate (1.80 kg, 13.0 mol) were suspended in acetonitrile (32.7 kg). Water (0.53 kg) and a solution of ethyl bromoacetate (2.17 kg, 13.0 mol) in acetonitrile (5.75 kg) were added followed by an acetonitrile line rinse (2.97 kg). The mixture was heated at 50° C. for 6 hours then allowed to cool to 20° C. and held at this temperature overnight. Water (35.4 kg) was added to the reaction mixture and stirring continued for 30 minutes at 15° C. The solid product was collected by filtration, washed with acetonitrile (2.95 kg) then dried in a vacuum oven at 40° C. to afford [3-(4-chlorophenylsulfanyl)-2-methyl-4-nitro-1H-indol-1-yl]acetic acid, ethyl ester as a bright yellow solid, 4.33 kg (91%).

後処理

  1. washrinse (2.97 kg)
  2. temperatureto cool to 20° C.
  3. customheld at this temperature overnight
  4. additionWater (35.4 kg) was added to the reaction mixture
  5. filtrationThe solid product was collected by filtration
  6. washwashed with acetonitrile (2.95 kg)
  7. customthen dried in a vacuum oven at 40° C.

出典と根拠

ORDレコード
ord-2ec6444dbbc143fd9fe36e39eb337bd2
出典データセット
uspto-grants-2010_08
特許番号
US07781598B2

反応ノート

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