Sulfoxonium, trimethyl-, iodide (1:1) → HCID 21931845、化合物

HRID 1243991ノート

反応式

HRID 1243991 の反応式
[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

参加物

6

反応物 3

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

生成物 1

HCID 21931845HCID 21931845、化合物収率 107.8%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8900Heptane溶媒

反応条件

温度
0 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-64972da0117b461e92952d32eb6b5015
出典データセット
uspto-grants-2006_10
特許番号
US07119207B2

反応ノート

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