Water → 5-Chloro-3,4-dihydroquinoxalin-2(1H)-one

HRID 558964노트

반응식

HRID 558964 반응식
C([N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][C:13]=2[Cl:15])[NH:8][C:7](=[O:16])[CH2:6]1)(C)(C)C.[BH4-].[Na+].O>S(=O)(=O)(O)O>[Cl:15][C:13]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:14]=1[NH:5][CH2:6][C:7](=[O:16])[NH:8]2

참가 물질

5

반응물 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 107763594-tert-Butyl-5-chloro-3,4-dihydro-1H-quinoxalin-2-one

생성물 1

HCID 105593595-Chloro-3,4-dihydroquinoxalin-2(1H)-one

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

4-tert-Butyl-5-chloro-3,4-dihydro-1H-quinoxalin-2-one from Example 12C (1.5 g, 6.1 mmol) was suspended in 2N sulphuric acid (45 ml) and stirred for 18 h. The mixture was filtered and the filtrate was neutralised with sodium hydrogen carbonate, extracted with EtOAc, dried and evaporated. The residue was taken up in ethanol (30 ml) and cooled in an ice/water bath. Sodium borohydride (460 mg, 12 mmol) was added and the mixture was allowed to warm to room temperature over 2 h. Water (1 ml) was added and the mixture was evaporated. The residue was triturated with ice-cold water, filtered, washed with ice-cold water and dried in vacuo over phosphorous pentoxide to give an orange solid; yield 550 mg, 49%.

후처리

  1. filtrationThe mixture was filtered
  2. extractionextracted with EtOAc
  3. customdried
  4. customevaporated
  5. temperaturecooled in an ice/water bath
  6. customthe mixture was evaporated
  7. customThe residue was triturated with ice-cold water
  8. filtrationfiltered
  9. washwashed with ice-cold water
  10. dry with materialdried in vacuo over phosphorous pentoxide
  11. customto give an orange solid

출처 및 근거

ORD 기록
ord-54f57c16c2534a318d0c0f1572f3d10a
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063038B2

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