Methyl iodide → 1-Methyl-6-nitro-2-phenyl-1H-indole

HRID 1886957노트

반응식

HRID 1886957 반응식
[N+:1]([C:4]1[CH:12]=[C:11]2[C:7]([CH:8]=[C:9]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[NH:10]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:19]1OCCOCCOCCOCCOCCOC1.CC(C)([O-])C.[K+].CI>O1CCCC1>[CH3:19][N:10]1[C:11]2[C:7](=[CH:6][CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:12]=2)[CH:8]=[C:9]1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

6

반응물 4

HCID 6328Methyl iodideHCID 2855718-Crown-6HCID 207598016-Nitro-2-phenyl-1H-indoleHCID 23665647Potassium tert-butoxide

생성물 1

HCID 214325091-Methyl-6-nitro-2-phenyl-1H-indole수율 99.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 6-nitro-2-phenyl-1H-indole (106 mg, 0.44 mmol) and 18-Crown-6 (130 mg, 0.49 mmol) in anhydrous tetrahydrofuran (2 mL) at room temperature was added potassium tert-butoxide (55 mg, 0.49 mmol) followed by methyl iodide (31 μL, 0.49 mmol). The solution was stirred at room temperature for 30 min. Tetrahydrofuran was removed in vacuo. Ethyl acetate was added, and the organic layer was washed with water and then brine. The combined organic layers were dried over anhydrous MgSO4 and evaporated to afford 110 mg (98%) of the title compound.

후처리

  1. customTetrahydrofuran was removed in vacuo
  2. additionEthyl acetate was added
  3. washthe organic layer was washed with water
  4. dry with materialThe combined organic layers were dried over anhydrous MgSO4
  5. customevaporated

출처 및 근거

ORD 기록
ord-46d8a0afe34a495197eadb022b12630e
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501713B2

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