Methyl iodide → HCID 274359、化合物

HRID 1247699ノート

反応式

HRID 1247699 の反応式
Br[C:2]1([Br:17])[CH2:4][C:3]1([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH2:18]([Li])CCC.CCCCCC.CI>O.C1COCC1>[Br:17][C:2]1([CH3:18])[CH2:4][C:3]1([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

参加物

7

反応物 4

HCID 6328Methyl iodideHCID 8058HexaneHCID 2912041,1-Dibromo-2,2-diphenylcyclopropaneHCID 178418339Butyllithium

生成物 1

HCID 274359HCID 274359、化合物収率 89%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-70 °C

実験手順

Under a nitrogen atmosphere, 1,1-dibromo-2,2-diphenylcyclopropane(10.6 g, 30.0 mmol) obtained in Example 1-(1) and THF (tetrahydrofuran, 120 ml) were placed in a reaction flask and cooled to −70° C. To the mixture, n-butyllithium in hexane (20 ml, 1.57M, 31.4 mmol) was added gradually, and the mixture was stirred at the same temperature for 30 minutes. Methyl iodide (2.1 ml, 33 mmol) was added to the reaction mixture and the resulting mixture was stirred for 30 minutes and then warmed to room temperature. Then, water was added to the reaction mixture and the organic layer was extracted with toluene. The toluene extract was dried over anhydrous magnesium sulfate and then the solvent was removed under reduced pressure. The residue was recrystallized from methanol to give the title compound (7.28 g, 89%) as white crystal.

後処理

  1. stirringthe resulting mixture was stirred for 30 minutes
  2. temperaturewarmed to room temperature
  3. extractionthe organic layer was extracted with toluene
  4. extractionThe toluene extract
  5. dry with materialwas dried over anhydrous magnesium sulfate
  6. customthe solvent was removed under reduced pressure
  7. customThe residue was recrystallized from methanol

出典と根拠

ORDレコード
ord-925d27d2d84d48f3850e1408e563b9ed
出典データセット
uspto-grants-2006_10
特許番号
US07129367B2

反応ノート

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