Iodoethane → 2-cyclohexyl-1-ethyl-5-nitro-1H-indole

HRID 541074노트

반응식

HRID 541074 반응식
[CH:1]1([C:7]2[NH:8][C:9]3[C:14]([CH:15]=2)=[CH:13][C:12]([N+:16]([O-:18])=[O:17])=[CH:11][CH:10]=3)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:19](I)[CH3:20]>CN(C=O)C.C([O-])(O)=O.[Na+]>[CH:1]1([C:7]2[N:8]([CH2:19][CH3:20])[C:9]3[C:14]([CH:15]=2)=[CH:13][C:12]([N+:16]([O-:18])=[O:17])=[CH:11][CH:10]=3)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

참가 물질

5

반응물 2

HCID 6340IodoethaneHCID 672849682-cyclohexyl-5-nitro-1H-indole

생성물 1

HCID 672850022-cyclohexyl-1-ethyl-5-nitro-1H-indole수율 86%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매2회HCID 516892Sodium Bicarbonate용매

실험 절차

To a solution of 2-cyclohexyl-5-nitro-1H-indole (5 g; 20.5 mmol) in DMF (100 ml) sodium hydride (50% suspension) (1 g, 20.5 mmol) was added; the mixture was left under stirring for 30 minutes, then ethyl iodide (2.5 ml; 30.8 mmol) in DMF (10 ml) was added dropwise and the resulting mixture was left under stirring at room temperature for 18 hours. The reaction mixture was poured in NaHCO3 (saturated solution, 100 ml) and stirred for 30 minutes. The solid was filtered under vacuum to give 2-cyclohexyl-1-ethyl-5-nitro-1H-indole (4.8 g) which was used without any further purification.

후처리

  1. waitthe mixture was left
  2. waitthe resulting mixture was left
  3. stirringunder stirring at room temperature for 18 hours
  4. stirringstirred for 30 minutes
  5. filtrationThe solid was filtered under vacuum

출처 및 근거

ORD 기록
ord-0d09e8711b034641b4dd0c57e80f4177
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08871948B2

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