Methanol → diethyl 1-(2-cyanoethyl)-1H-indole-2,6-dicarboxylate

HRID 1748264노트

반응식

HRID 1748264 반응식
CO.[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:10]=2)[CH:5]=[C:4]1[C:17]([O:19][CH2:20][CH3:21])=[O:18].[C:22](#[N:25])[CH:23]=[CH2:24].O>O1CCOCC1>[C:22]([CH2:23][CH2:24][N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:10]=2)[CH:5]=[C:4]1[C:17]([O:19][CH2:20][CH3:21])=[O:18])#[N:25]

참가 물질

6

반응물 4

HCID 887MethanolHCID 962WaterHCID 7855AcrylonitrileHCID 44754779Diethyl 1H-indole-2,6-dicarboxylate2회

생성물 1

HCID 67235491diethyl 1-(2-cyanoethyl)-1H-indole-2,6-dicarboxylate수율 96%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
55 °C

실험 절차

A 40% solution of Triton B in methanol (0.50 mL, 1.1 mmol) is added to a suspension of diethyl 1H-indole-2,6-dicarboxylate (Intermediate A, 2.6 g, 10.0 mmol) and acrylonitrile (2.2 mL, 33.4 mmol) in 1,4-dioxane (25 mL). The reaction mixture is warmed to 55° C. for 30 min and then it is stirred at room temperature for 18 h. Water (30 mL) is added and the mixture is extracted with EtOAc. The organic layer is washed with water, brine, dried (Na2SO4) and concentrated to afford the title crude compound (3.0 g, 96%) as a yellow solid which is used in the next step without purification.

후처리

  1. extractionthe mixture is extracted with EtOAc
  2. washThe organic layer is washed with water, brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-10e21f41970548efb6dba657d9aa025b
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09150577B2

반응 노트

불러오는 중…