Ethyl bromoacetate → HCID 86680396, 화합물

HRID 1023155노트

반응식

HRID 1023155 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 86680396HCID 86680396, 화합물

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
80 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-43895b6965f043159ec04e10b3a07876
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722670B2

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