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

HRID 1627961ノート

反応式

HRID 1627961 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0ee23a9e93d6404f995cfad26ddfcd72
出典データセット
uspto-grants-2014_07
特許番号
US08785665B2

反応ノート

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