Ethyl 3-methylsulphanyl-2-oxo-2,3-dihydro-1H-indole-5-carboxylate → Ethyl 2-oxoindoline-5-carboxylate

HRID 241722

반응식

HRID 241722 반응식
CS[CH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:10]=2)[NH:5][C:4]1=[O:17]>C(O)(=O)C.[Zn]>[O:17]=[C:4]1[CH2:3][C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:10]=2)[NH:5]1

참가 물질

4

반응물 1

HCID 12351489Ethyl 3-methylsulphanyl-2-oxo-2,3-dihydro-1H-indole-5-carboxylate

생성물 1

HCID 13077452Ethyl 2-oxoindoline-5-carboxylate

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 176Acetic Acid용매

반응 조건

온도
40 °C

실험 절차

To a solution of the compound obtained in Step A (0.1448 mol) in glacial acetic acid (700 ml) there is added powdered zinc (0.8690 mol). The two-phase mixture is stirred at 40° C. for 8 hours. The reaction mixture is filtered and the filtrate is then evaporated to dryness. The residue is stirred in water overnight and filtered and the precipitate obtained is washed with water. The product is taken up in toluene and then evaporated to dryness, and is then taken up in ether, filtered, washed with ether and then dried in vacuo at 40° C. under P2O5 to yield the title product, which is used directly in the next Step.

후처리

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is then evaporated to dryness
  3. stirringThe residue is stirred in water overnight
  4. filtrationfiltered
  5. customthe precipitate obtained
  6. washis washed with water
  7. customevaporated to dryness
  8. filtrationfiltered
  9. washwashed with ether
  10. customdried in vacuo at 40° C. under P2O5

출처 및 근거

ORD 기록
ord-dd0897eee5ad448ca81cab28f8aaab8a
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653073B2

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