Triethylamine → 4-Methoxy-2',4',6'-tri-iso-propylbiphenyl

HRID 1627961노트

반응식

HRID 1627961 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6](B(O)O)=[CH:5][CH:4]=1.[CH:12]([C:15]1[CH:20]=[C:19]([CH:21]([CH3:23])[CH3:22])[CH:18]=[C:17]([CH:24]([CH3:26])[CH3:25])[CH:16]=1)([CH3:14])[CH3:13].CCN(CC)CC>O.[Cl-].[Na+].O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:20]2[C:15]([CH:12]([CH3:13])[CH3:14])=[CH:16][C:17]([CH:24]([CH3:26])[CH3:25])=[CH:18][C:19]=2[CH:21]([CH3:23])[CH3:22])=[CH:5][CH:4]=1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 128601,3,5-TriisopropylbenzeneHCID 201262(4-Methoxyphenyl)boronic acid

생성물 1

HCID 154676664-Methoxy-2',4',6'-tri-iso-propylbiphenyl수율 88.3%

시약·촉매·용매 2

HCID 962Water용매HCID 57417360Sodium chloride; water용매

실험 절차

4-Methoxyphenylboronic acid (152 mg, 1.00 mmol), and Pd(dtbpf)Cl2 (6 mg, 0.01 mmol) were added to a reaction tube equipped with a magnetic stir bar. Under a positive flow of argon while stirring, surfactant solution (1.0 mL, 2 wt % TPGS-M-PEG-750 in water), 2,4,6-triisopropylbenzene (126 μL, 0.50 mmol), and Et3N (0.21 mL, 1.5 mmol) were added by syringe and stirred vigorously for 24 h. The reaction mixture was then diluted with brine and extracted with EtOAc. The solution obtained was dried over MgSO4 and concentrated by rotary evaporation. The residue was purified by flash column chromatography eluting with 5% CH2Cl2/hexanes to afford the product (137 mg, 88%) as a white solid.

후처리

  1. customequipped with a magnetic stir bar
  2. stirringstirred vigorously for 24 h
  3. extractionextracted with EtOAc
  4. customThe solution obtained
  5. dry with materialwas dried over MgSO4
  6. concentrationconcentrated by rotary evaporation
  7. customThe residue was purified by flash column chromatography
  8. washeluting with 5% CH2Cl2/hexanes

출처 및 근거

ORD 기록
ord-0ee23a9e93d6404f995cfad26ddfcd72
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785665B2

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