Hydrochloric Acid → Bis(3-isobutylphenyl)methanol

HRID 249143노트

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HRID 249143 반응식
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][CH:9]([CH3:11])[CH3:10])[CH:3]=1.[Mg].BrCCBr.[CH2:17]([C:21]1[CH:22]=[C:23]([CH:26]=[CH:27][CH:28]=1)[CH:24]=[O:25])[CH:18]([CH3:20])[CH3:19].Cl>O1CCCC1.II.C(OCC)(=O)C>[CH2:17]([C:21]1[CH:22]=[C:23]([CH:24]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][CH:9]([CH3:11])[CH3:10])[CH:3]=2)[OH:25])[CH:26]=[CH:27][CH:28]=1)[CH:18]([CH3:20])[CH3:19]

참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 78391,2-DibromoethaneHCID 5462224MagnesiumHCID 187549911-Bromo-3-isobutylbenzeneHCID 220441763-Isobutylbenzaldehyde

생성물 1

HCID 19024807Bis(3-isobutylphenyl)methanol수율 66.1%

시약·촉매·용매 3

HCID 807Iodine촉매HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

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온도
25 °C

실험 절차

A mixture of 1-bromo-3-isobutylbenzene (3.16 g), magnesium (1.08 g), 1,2-dibromoethane (2.78 g) and iodine (10 mg) in tetrahydrofuran (10 ml) was refluxed for 1.5 hours. The mixture was cooled to 25° C., and a solution of 3-isobutylbenzaldehyde (2.40 g) in tetrahydrofuran (10 ml) was added at 25° C. After stirred for 1 hour at the same temperature, the mixture was poured into a mixture of ethyl acetate and 1N hydrochloric acid. The organic layer was separated, washed with water and brine, and dried over magnesium sulfate. After evaporation of the solvent, the residue was chromatographed on silica gel (200 g) eluting with 5% ethyl acetate in hexane to give bis(3-isobutylphenyl)methanol (2.90 g) as a colorless oil.

후처리

  1. temperaturewas refluxed for 1.5 hours
  2. customThe organic layer was separated
  3. washwashed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. customAfter evaporation of the solvent
  6. customthe residue was chromatographed on silica gel (200 g)
  7. washeluting with 5% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-ece20f6a2d4d4ebbba9253f0cded847e
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05212320

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