Phenylboronic Acid → 5-Bromo-1-chloro-3-methyl-2-phenoxybenzene

HRID 449108노트

반응식

HRID 449108 반응식
[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([OH:9])=[C:4]([Cl:10])[CH:3]=1.[C:11]1(B(O)O)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([O:9][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:4]([Cl:10])[CH:3]=1

참가 물질

4

반응물 2

HCID 66827Phenylboronic AcidHCID 820314-Bromo-6-chloro-o-cresol

생성물 1

HCID 669155775-Bromo-1-chloro-3-methyl-2-phenoxybenzene

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Into a 100 mL round bottom flask was added 4-bromo-2-chloro-6-methylphenol (1.00 g, 4.52 mmol), benzeneboronic acid (1.10 g, 9.04 mmol), cupric acetate (1.4 g, 7.70 mmol) and DCM (50 mL). TEA (4.0 mL, 29.0 mmol) was then added followed by 4 A° molecular sieves and the reaction mixture was stirred at rt for 48 h. Reaction mixture was then filtered through celite. The filtrate was concentrated in vacuo to give a residue which was purified by silica gel chromatography, eluting with 5% EtOAc in hexane.

후처리

  1. customReaction mixture
  2. filtrationwas then filtered through celite
  3. concentrationThe filtrate was concentrated in vacuo
  4. customto give a residue which
  5. customwas purified by silica gel chromatography
  6. washeluting with 5% EtOAc in hexane

출처 및 근거

ORD 기록
ord-115ac5cd92ce4f1eb6dc9240532118fd
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481733B2

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