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

HRID 449108ノート

反応式

HRID 449108 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-115ac5cd92ce4f1eb6dc9240532118fd
出典データセット
uspto-grants-2013_07
特許番号
US08481733B2

反応ノート

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