Acetone → 1-(6-Bromoquinoline-2-yl)-2-methylpropane-2-ol

HRID 601691

反応式

HRID 601691 の反応式
C(OCC)C.[Br:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[N:13]=[C:12]([CH3:17])[CH:11]=[CH:10]2.C([Li])CCC.[CH3:23][C:24]([CH3:26])=[O:25]>O>[Br:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[N:13]=[C:12]([CH2:17][C:24]([CH3:26])([OH:25])[CH3:23])[CH:11]=[CH:10]2

参加物

6

反応物 4

HCID 180AcetoneHCID 3283Diethyl EtherHCID 5228856-Bromo-2-methylquinolineHCID 178418339Butyllithium

生成物 1

HCID 231582271-(6-Bromoquinoline-2-yl)-2-methylpropane-2-ol

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

20 ml of diethylether was added to 2.22 g of 6-bromoquinaldine, and 3.76 ml of 2.66 M normal butyl lithium was dropped thereto at −78° C. The obtained suspension was stirred for 5 min, 2 ml of anhydrous acetone was added and the mixture was further stirred for 10 min, and water was added. The products were extracted with ethyl acetate, organic layer was dried with anhydrous sodium sulfated and the solvents were distilled outunder reduced pressure. The obtained residues were separated and purified by silicagel colum chromatography (hexane:ethyl acetate=2:1) to obtain 1.14 g of the above compound.

後処理

  1. additionwas dropped
  2. customat −78° C
  3. stirringthe mixture was further stirred for 10 min
  4. extractionThe products were extracted with ethyl acetate, organic layer
  5. dry with materialwas dried with anhydrous sodium
  6. distillationthe solvents were distilled outunder reduced pressure
  7. customThe obtained residues were separated
  8. custompurified by silicagel colum chromatography (hexane:ethyl acetate=2:1)

出典と根拠

ORDレコード
ord-a056bae2b55a41a387e3634c7b8d9f63
出典データセット
uspto-grants-2011_03
特許番号
US07902369B2

関連ノート

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