Hydrochloric Acid → (3-Bromophenyl)(3-methylazulen-1-yl)methanone

HRID 1375964ノート

反応式

HRID 1375964 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[CH3:5][C:6]1[C:15]2[C:9]([CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)=[CH:8][CH:7]=1.[Br:16][C:17]1[CH:18]=[C:19]([CH:23]=[CH:24][CH:25]=1)[C:20](Cl)=[O:21].Cl>C(Cl)Cl>[Br:16][C:17]1[CH:18]=[C:19]([C:20]([C:8]2[C:9]3[C:15]([CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[C:6]([CH3:5])[CH:7]=2)=[O:21])[CH:23]=[CH:24][CH:25]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 74377Benzoyl chloride, 3-bromo-HCID 1366111-MethylazuleneHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 23080591(3-Bromophenyl)(3-methylazulen-1-yl)methanone

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Aluminum chloride (1.87 g) was added to a solution of 1-methylazulene (2 g) in methylene chloride (20 ml) at 0° C. and the mixture was stirred for 15 minutes. Then, a solution of 3-bromobenzoyl chloride (1.86 ml) in methylene chloride (5 ml) was added dropwise to the reaction mixture at 0° C. and the mixture was stirred for one hour. The reaction mixture was added to 10% aqueous solution of hydrochloric acid under cooling with ice and was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated. The residue was purified by silica gel column chromatography (n-hexane-ethyl acetate) to obtain (3-bromophenyl)(3-methylazulen-1-yl)methanone (1.2 g).

後処理

  1. stirringthe mixture was stirred for one hour
  2. temperatureunder cooling with ice
  3. extractionwas extracted with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationAfter filtration
  7. concentrationthe filtrate was concentrated
  8. customThe residue was purified by silica gel column chromatography (n-hexane-ethyl acetate)

出典と根拠

ORDレコード
ord-9d01ea02f70642b4932f1211be59625e
出典データセット
uspto-grants-2007_01
特許番号
US07169761B2

反応ノート

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