Butyl iodide → butyl 1-butyl-1H-indole-6-carboxylate

HRID 14225

반응식

HRID 14225 반응식
[CH2:1]([N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]([OH:16])=[O:15])[CH:12]=2)[CH:7]=[CH:6]1)[CH2:2][CH2:3][CH3:4].CC(C)([O-])C.[K+].I[CH2:24][CH2:25][CH2:26][CH3:27]>CS(C)=O.[Cl-].[Na+].O.O.C(OCC)(=O)C>[CH2:1]([N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]([O:16][CH2:24][CH2:25][CH2:26][CH3:27])=[O:15])[CH:12]=2)[CH:7]=[CH:6]1)[CH2:2][CH2:3][CH3:4]

참가 물질

8

반응물 3

HCID 10962Butyl iodideHCID 210851671-butyl-1H-indole-6-carboxylic acidHCID 23665647Potassium tert-butoxide

생성물 1

HCID 21086016butyl 1-butyl-1H-indole-6-carboxylate

시약·촉매·용매 4

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매2회HCID 8857Ethyl Acetate용매HCID 57417360Sodium chloride; water용매

실험 절차

1-Butyl-1H-indole-6-carboxylic acid (0.450 g) was dissolved in dimethyl sulfoxide (10 mL). Potassium tert-butoxide (0.317 g) was added and the mixture was stirred for 10 min at room temperature. Iodobutane (0.33 mL) was added and the mixture was allowed to stir at room temperature for 6 h. Water was then added and the mixture was partioned between ethyl acetate, water, and brine, and dried over magnesium sulfate, filtered, and concentrated. Silica gel chromatography using heptane/dichloromethane (30/70) gave butyl 1-butyl-1H-indole-6-carboxylate (0.429 g). MS (ESI+) for C17H23NO2+H1 m/z 274.20 (M+H)+.

후처리

  1. stirringto stir at room temperature for 6 h
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-32acb31f6e0644ba9d336afcf69903fe
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07727997B2

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