Hydrochloric Acid → 1-[4′-(Acetyloxy)[1,1′-biphenyl]-4-yl]-2-bromoethanone

HRID 2183430ノート

反応式

HRID 2183430 の反応式
[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[Br:17][CH2:18][C:19](Br)=[O:20].[Cl-].[Al+3].[Cl-].[Cl-].Cl>ClCCl>[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([C:19](=[O:20])[CH2:18][Br:17])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 61147Bromoacetyl bromideHCID 3460664-AcetoxybiphenylHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 224728811-[4′-(Acetyloxy)[1,1′-biphenyl]-4-yl]-2-bromoethanone

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

A solution of 50 g (236 mmol) of [1,1′-biphenyl]-4-yl acetate in 500 ml dichloromethane was placed under argon and cooled to 0° C. Bromoacetyl bromide (31.6 ml, 363 mmol) was added, followed by aluminium chloride (94.3 g, 707 mmol) which was added in portions under vigorous stirring over 30 min. The resulting mixture was stirred at 0° C. for a further 30 min and at room temperature overnight. The mixture was then slowly poured into 500 ml of cold 10% HCl and extracted three times with dichloromethane. The organic layer was dried over Na2SO4, filtered and evaporated. The residue was triturated with 1:1 diisopropyl ether/isopropanol, filtered, and the remaining solid dried under vacuum.

後処理

  1. additionwas added in portions
  2. stirringThe resulting mixture was stirred at 0° C. for a further 30 min and at room temperature overnight
  3. extractionextracted three times with dichloromethane
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was triturated with 1:1 diisopropyl ether/isopropanol
  8. filtrationfiltered
  9. customthe remaining solid dried under vacuum

出典と根拠

ORDレコード
ord-e58deeee997e406b83f6e0b01b224aae
出典データセット
uspto-grants-2005_05
特許番号
US06900194B1

反応ノート

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