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

HRID 44267

反応式

HRID 44267 の反応式
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

参加物

4

反応物 1

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

生成物 1

HCID 13077452Ethyl 2-oxoindoline-5-carboxylate

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒

反応条件

温度
40 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-13879700969543ba963a03aca502957e
出典データセット
uspto-grants-2013_09
特許番号
US08541412B2

関連ノート

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