4-Chlorotoluene → 4-Methylbiphenyl

HRID 227864

反応式

HRID 227864 の反応式
C(P(C(C)(C)C)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(C)(C)C.[OH-].[OH-].[C:24]1([B+2])C=CC=CC=1.ClC1C=CC(C)=CC=1>C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH3:24][C:15]1[CH:14]=[CH:13][C:12]([C:7]2[CH:6]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[CH:17][CH:16]=1

参加物

5

反応物 3

HCID 78104-ChlorotolueneHCID 27342152-(Di-tert-butylphosphino)biphenylHCID 178419127HCID 178419127、化合物

生成物 1

HCID 125664-Methylbiphenyl

試薬・触媒・溶媒 1

HCID 167845palladium(II) acetate触媒

実験手順

An oven dried resealable Schlenk tube was evacuated and backfilled with argon and charged with palladium acetate (2.2 mg, 0.01 mmol, 1.0 mol %), 2-(di-tert-butylphosphino)biphenyl (4.5 mg, 0.015 mmol, 1.5 mol %), phenylboron dihydroxide (183 mg, 1.5 mmol), additive (3.0 mmol), and 4-chlorotoluene (0.12 mL, 1.0 mmol). The tube was evacuated and backfilled with argon, and THF (2 mL) was added through a rubber septum. The reaction mixture was stirred at room temperature for 20 hours. The reaction mixture was then diluted with ethyl acetate (30 mL) and poured into a separatory funnel. The mixture was washed with 2.0M NaOH (20 mL), followed by brine (20 mL). The organic layer was submitted for GC analysis giving the results tabulated below.

後処理

  1. customAn oven dried resealable Schlenk tube
  2. customwas evacuated
  3. customThe tube was evacuated
  4. additionwas added through a rubber septum
  5. additionThe reaction mixture was then diluted with ethyl acetate (30 mL)
  6. additionpoured into a separatory funnel
  7. washThe mixture was washed with 2.0M NaOH (20 mL)
  8. customgiving the results

出典と根拠

ORDレコード
ord-f6158e24870b494ca233a54b9fc4989e
出典データセット
uspto-grants-2009_07
特許番号
US07560582B2

関連ノート

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