Diethyl Ether → 2-Methyl-3-phenylpyrazine

HRID 716478

反応式

HRID 716478 の反応式
C(OCCCC)CCC.[C:10]1([Li])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(OCC)C.[CH3:22][C:23]1[CH:28]=[N:27][CH:26]=[CH:25][N:24]=1>O>[CH3:22][C:23]1[C:28]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:27][CH:26]=[CH:25][N:24]=1

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 79762-MethylpyrazineHCID 8909Butyl etherHCID 178506676HCID 178506676、化合物

生成物 1

HCID 125688282-Methyl-3-phenylpyrazine収率 22%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

First, in a nitrogen atmosphere, 50 mL of a dibutyl ether solution containing phenyl lithium (produced by Wako Pure Chemical Industries, Ltd, 2.1 mol/L) and 250 mL of diethylether were mixed. Then, 8.98 g of 2-methylpyrazine (produced by Tokyo Chemical Industries Co., Ltd) was dropped into this solution while the solution was being cooled with ice, and stirred at a room temperature for three hours. Water was added into the reacted solution and an organic layer was extracted with diethylether. The obtained organic layer was washed with water and dried with magnesium sulfate. After the solvent was distilled off, the obtained residue was purified by column chromatography using dichloromethane as a developing solvent, thereby obtaining a pyrazine derivative Hmppr (yellow oily matter, yield: 22%). A synthesis scheme of Step 1 is shown by the following (a-1).

後処理

  1. additionwere mixed
  2. temperaturewas being cooled with ice
  3. extractionan organic layer was extracted with diethylether
  4. washThe obtained organic layer was washed with water
  5. dry with materialdried with magnesium sulfate
  6. distillationAfter the solvent was distilled off
  7. customthe obtained residue was purified by column chromatography

出典と根拠

ORDレコード
ord-2bd2ed02403a4baab64126dacee7c0f8
出典データセット
uspto-grants-2015_11
特許番号
US09187689B2

関連ノート

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