Acetonitrile → HCID 66891782, 화합물

HRID 250179노트

반응식

HRID 250179 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[C:15]([CH3:20])[CH:14]=2)([CH2:11][CH3:12])[CH2:9][CH3:10])=[CH:4][CH:3]=1.CC#N.C([O-])([O-])=O.[K+].[K+].[CH2:30](Br)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>CCOCC>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[C:15]([CH3:20])[CH:14]=2)([CH2:11][CH3:12])[CH2:9][CH3:10])=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 6342AcetonitrileHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 574435224-[1-(4-Bromophenyl)-1-ethylpropyl]-2-methylphenol

생성물 1

HCID 66891782HCID 66891782, 화합물수율 82.5%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a solution of 4-[1-(4-bromophenyl)-1-ethylpropyl]-2-methylphenol (2.1 g, 6.3 mmol) in anhyd MeCN (30 mL) added anhyd K2CO3 (2.9 g, 21 mmol) and benzyl bromide (0.83 mL, 7.0 mmol). The reaction mixture was heated at reflux. After 20 h, the reaction mixture was cooled, diluted with Et2O (100 mL) and filtered. The filtrate was washed with H2O (2×50 mL) and brine, dried (anhyd Na2SO4), concentrated under reduced pressure and chromatographed (silica, EtOAC/Hex, 0:100 to 15:85) to give 5-[1-(4-bromophenyl)-1-ethylpropyl]-2-benzyloxytoluene (2.2 g, 82%), as a colorless liquid: 1H-NMR (CDCl3) δ 7.43-7.48 (2H, m), 7.31-7.42 (5H, m), 7.06 (2H, d, J=8.6), 6.94 (1H, dd, J=2.3, 8.3), 6.89 (1H, d, J=2.3), 6.79 (1H, d, J=8.3), 5.05 (2H, s), 4.23 (1H, s), 2.23 (3H, s), 2.05 (4H, q, J=7.3), 0.62 (6H, t, J=7.3).

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux
  3. temperaturethe reaction mixture was cooled
  4. filtrationfiltered
  5. washThe filtrate was washed with H2O (2×50 mL) and brine
  6. dry with materialdried (anhyd Na2SO4)
  7. concentrationconcentrated under reduced pressure
  8. customchromatographed (silica, EtOAC/Hex, 0:100 to 15:85)

출처 및 근거

ORD 기록
ord-a41bd7aad36f45e88beab39b1c4c1640
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863298B2

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