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

HRID 14225

反応式

HRID 14225 の反応式
[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]

参加物

8

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 4

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒2 回HCID 8857Ethyl Acetate溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

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)+.

後処理

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

出典と根拠

ORDレコード
ord-32acb31f6e0644ba9d336afcf69903fe
出典データセット
uspto-grants-2010_06
特許番号
US07727997B2

関連ノート

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