Water → 1-Iodo-4-(2-methyl-1-methylene-propyl)-benzene

HRID 1805308ノート

反応式

HRID 1805308 の反応式
[Li][C:2](C)(C)C.[I:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=O)[CH:14]([CH3:16])[CH3:15])=[CH:9][CH:8]=1.O>[Br-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C1COCC1.CCCCCC>[I:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=[CH2:2])[CH:14]([CH3:16])[CH3:15])=[CH:9][CH:8]=1

参加物

7

反応物 3

HCID 962WaterHCID 197647831-(4-Iodophenyl)-2-methylpropan-1-oneHCID 178418306HCID 178418306、化合物

生成物 1

HCID 672301281-Iodo-4-(2-methyl-1-methylene-propyl)-benzene

試薬・触媒・溶媒 3

HCID 74505Methyltriphenyliphosphonium bromide触媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8058Hexane溶媒

反応条件

温度
0 °C

実験手順

To a solution of 7.07 g (20 mmol) of methyltriphenylphosphonium bromide in 50 mL of dry THF at 0° C. were added t-BuLi of (14.7 ml, 1.5 M in hexane) and the solution turned brown. After 1 hour of stirring at 0° C., the crude 1-(4-Iodo-phenyl)-2-methyl-propan-1-one from the last step in 20 mL of THF were added dropwise and the solution was stirred for 14 hours at room temperature. After cooling to ca. 20° C., 52 mL of water were added and the solution was extracted with dichloromethane (3×50 mL). The organic layer was dried over MgSO4 and the solvent was removed to give the crude title compound as white solid. The product was used for the next step without further purification.

後処理

  1. stirringthe solution was stirred for 14 hours at room temperature
  2. temperatureAfter cooling to ca. 20° C.
  3. extractionthe solution was extracted with dichloromethane (3×50 mL)
  4. dry with materialThe organic layer was dried over MgSO4
  5. customthe solvent was removed

出典と根拠

ORDレコード
ord-937ec9f9a9fe455694b260698e91a068
出典データセット
uspto-grants-2013_01
特許番号
US08354443B2

反応ノート

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