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Pyridine → HCID 13770523, 화합물

HRID 1788949
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HRID 1788949 반응식
[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][C:8]([OH:12])=[CH:9][CH:10]=2)[CH2:5][C:4]1=[O:13])[CH3:2].N1C=CC=CC=1.[Cl:20][CH2:21][C:22](Cl)=[O:23]>ClCCl>[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][C:8]([O:12][C:22](=[O:23])[CH2:21][Cl:20])=[CH:9][CH:10]=2)[CH2:5][C:4]1=[O:13])[CH3:2]
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참가 물질

5

반응물 3

HCID 1049PyridineHCID 6577Chloroacetyl chlorideHCID 118052822H-Indol-2-one, 1-ethyl-1,3-dihydro-5-hydroxy-

생성물 1

HCID 13770523HCID 13770523, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

To a slurry of 100 g. (0.565 mole) of 1-ethyl-5-hydroxyoxindole in 91.3 ml. (1.13 moles) of pyridine and 565 ml. of dichloromethane at 0° C. was added dropwise a solution of 89.3 ml. (1.13 moles) of chloroacetyl chloride in 100 ml. of dichloromethane. The reaction mixture was allowed to stir for 15 minutes, and was then added to 1 l. of ice cold 2N hydrochloric acid and 500 ml. of dichloromethane. The aqueous layer was extracted once again with 300 ml. of dichloromethane and the combined organic extracts washed once with 500 ml. of a saturated brine solution, dried over magnesium sulfate and concentrated to give the desired product in quantitative yield. A small sample was crystallized from hexane, m.p. 53°-57° C.

후처리

  1. additionwas then added to 1 l
  2. extractionThe aqueous layer was extracted once again with 300 ml
  3. washof dichloromethane and the combined organic extracts washed once with 500 ml
  4. dry with materialof a saturated brine solution, dried over magnesium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e92da1eef89c454781325f5bee029024
출처 데이터셋
uspto-grants-1987_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04686224

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