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

HRID 1805308노트

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HRID 1805308 반응식
[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

참가 물질

7

반응물 3

HCID 962WaterHCID 197647831-(4-Iodophenyl)-2-methylpropan-1-oneHCID 178418306HCID 178418306, 화합물

생성물 1

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

시약·촉매·용매 3

HCID 74505Methyltriphenyliphosphonium bromide촉매HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-937ec9f9a9fe455694b260698e91a068
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354443B2

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