Ethyl bromoacetate → HCID 86680396、化合物

HRID 1023155ノート

反応式

HRID 1023155 の反応式
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[CH2:5]2.C1CCN2C(=NCCC2)CC1.Br[CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26]>CC(O)C>[O:11]=[C:6]1[CH2:5][C:4]2[C:8](=[CH:9][CH:10]=[C:2]([O:1][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH:3]=2)[NH:7]1

参加物

5

反応物 3

HCID 7748Ethyl bromoacetateHCID 769555-HydroxyoxindoleHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

生成物 1

HCID 86680396HCID 86680396、化合物

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
80 °C

実験手順

To a stirred solution of 5-hydroxyindolin-2-one (1 g, 6.70 mmol) in 2-Propanol (10 mL) was added DBU (1.52 mL, 10.06 mmol) and ethyl bromoacetate (1.12 mL, 10.06 mmol) at room temperature. The reaction mixture was refluxed at 80° C. for 12 h. After completion of the reaction as monitored by TLC, the reaction mixture was concentrated and water (100 mL) was added. The solid which precipitated was filtered and dried to yield ethyl 2-((2-oxoindolin-5-yl)oxy)acetate as an off white solid (0.75 g, 47.6%) LCMS: RT 0.67 min. LCMS (ES-API), m/z 236.0 (M+H).

後処理

  1. customAfter completion of the reaction
  2. concentrationthe reaction mixture was concentrated
  3. additionwater (100 mL) was added
  4. customThe solid which precipitated
  5. filtrationwas filtered
  6. customdried

出典と根拠

ORDレコード
ord-43895b6965f043159ec04e10b3a07876
出典データセット
uspto-grants-2014_05
特許番号
US08722670B2

反応ノート

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