Water → 2-Methylindol-4-yloxyacetic acid allyl ester

HRID 351644

反応式

HRID 351644 の反応式
[CH3:1][CH:2]([O:6][C:7]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:8]=1[CH:9]=[CH:10][NH:11]2)[C:3]([OH:5])=[O:4].C(=O)([O-])[O-].[K+].[K+].[CH2:22](Br)[CH:23]=[CH2:24].O>CN(C)C=O.C(OCC)(=O)C>[CH2:24]([O:4][C:3](=[O:5])[CH:2]([O:6][C:7]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:8]=1[CH:9]=[CH:10][NH:11]2)[CH3:1])[CH:23]=[CH2:22]

参加物

7

反応物 4

HCID 962WaterHCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 695893972-Methylindol-4-yloxyacetic Acid

生成物 1

HCID 695893912-Methylindol-4-yloxyacetic acid allyl ester

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

To a solution of 2-methylindol-4-yloxyacetic acid (2 g) in N,N-dimethylformamide (20 ml) was added anhydrous potassium carbonate (2.02 g) and allyl bromide (1.27 ml), and the mixture was stirred at 80° C. for 2 hours. To the reaction mixture was added water and ethyl acetate, then separated. The aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with water and a saturated aqueous solution of sodium chloride, successively, dried and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (n-hexane—ethyl acetate) to give the title compound (1.88 g) having the following physical data.

後処理

  1. customseparated
  2. extractionThe aqueous layer was extracted with ethyl acetate
  3. washThe combined organic layer was washed with water
  4. dry with materiala saturated aqueous solution of sodium chloride, successively, dried
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by column chromatography on silica gel (n-hexane—ethyl acetate)

出典と根拠

ORDレコード
ord-4de34738eb794861b9dd2d1ca54ec74b
出典データセット
uspto-grants-2004_06
特許番号
US06743793B2

関連ノート

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