3-(4-Bromophenyl)propionic acid → 1-Indanone, 6-bromo-

HRID 472953

反応式

HRID 472953 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([OH:12])=O)=[CH:4][CH:3]=1.[Al+3].[Cl-].[Cl-].[Cl-]>O=S(Cl)Cl.C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]2[C:5]([CH2:8][CH2:9][C:10]2=[O:12])=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 27356093-(4-Bromophenyl)propionic acidHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 1397781-Indanone, 6-bromo-収率 473.8%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 24386Thionyl Chloride溶媒

実験手順

A mixture of 3-(4-bromophenyl)propanoic acid (26 g, 12 mmol) in SOCl2 (50 mL) was refluxed overnight, the mixture was concentrated, then added to AlCl3 (80 g, 61 mmol) in DCM (100 mL), the mixture was stirred at room temperature overnight. The mixture was quenched with HCl aqueous, extracted with DCM, washed with brine, dried over Na2SO4, concentrated to give 6-bromo-indan-1-one (12 g, 48%). 1H-NMR (CD3OD): 2.65 (m, 2H), 3.06 (m, 2H), 7.31 (m, 1H), 7.62 (m, 1H), 7.80 (m, 1H).

後処理

  1. temperaturewas refluxed overnight
  2. concentrationthe mixture was concentrated
  3. customThe mixture was quenched with HCl aqueous
  4. extractionextracted with DCM
  5. washwashed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-048863f3e19545faafea1de964a80668
出典データセット
uspto-grants-2014_01
特許番号
US08633212B2

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