Sulfoxonium, trimethyl-, iodide (1:1) → HCID 21931845, 화합물

HRID 1243991노트

반응식

HRID 1243991 반응식
[I-].C[S+](C)(C)=O.[CH2:7]([Li])CCCCC.[CH3:14][O:15][C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][CH:25]=1)[N:22]([CH3:26])[C:21](=[O:27])[CH:20]=[CH:19]2>C1COCC1.CCCCCCC>[CH3:14][O:15][C:16]1[CH:17]=[C:18]2[C:23]([N:22]([CH3:26])[C:21](=[O:27])[CH:20]3[CH2:7][CH:19]32)=[CH:24][CH:25]=1

참가 물질

6

반응물 3

HCID 74498Sulfoxonium, trimethyl-, iodide (1:1)HCID 2204596-Methoxy-1-methyl-2(1H)-quinolinoneHCID 178506865HCID 178506865, 화합물

생성물 1

HCID 21931845HCID 21931845, 화합물수율 107.8%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8900Heptane용매

반응 조건

온도
0 °C

실험 절차

A suspension of 3.35 gm (15.1 mmol) trimethylsulfoxonium iodide in 10 ml of THF at 0° C. under nitrogen was treated portionwise with 5.8 ml (14.6 mmol) of 2.5 M n-hexyllithium in heptane over 30 minutes. The mixture was stirred for 30 minutes at 0° C. and then treated with 1.0 gm (5.02 mmol) 6-Methoxy-1-methyl-1H-quinolin-2-one followed by heating under reflux for 1.5 hours. The reaction mixture was allowed to cool to ambient temperature before quenching with 35 ml of water followed by extraction into ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate and evaporated to afford 1.1 gm of desired product. Mass spectrum APCI m/e 204 (p+1).

후처리

  1. temperatureby heating
  2. temperatureunder reflux for 1.5 hours
  3. temperatureto cool to ambient temperature
  4. custombefore quenching with 35 ml of water
  5. extractionfollowed by extraction into ethyl acetate
  6. washThe organic layer was washed with brine
  7. dry with materialdried over sodium sulfate
  8. customevaporated

출처 및 근거

ORD 기록
ord-64972da0117b461e92952d32eb6b5015
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07119207B2

반응 노트

불러오는 중…