4-Chlorotoluene → 4-Methylbiphenyl

HRID 227864

반응식

HRID 227864 반응식
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

참가 물질

5

반응물 3

HCID 78104-ChlorotolueneHCID 27342152-(Di-tert-butylphosphino)biphenylHCID 178419127HCID 178419127, 화합물

생성물 1

HCID 125664-Methylbiphenyl

시약·촉매·용매 1

HCID 167845palladium(II) acetate촉매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f6158e24870b494ca233a54b9fc4989e
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560582B2

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