N-bromobutanimide → 4-Bromo-2-butyl-6-fluoro-5-hydroxy-1-indanone

HRID 7889

反応式

HRID 7889 の反応式
[Br:1]N1C(=O)CCC1=O.[CH2:9]([CH:13]1[CH2:21][C:20]2[C:15](=[CH:16][C:17]([F:23])=[C:18]([OH:22])[CH:19]=2)[C:14]1=[O:24])[CH2:10][CH2:11][CH3:12]>CN(C)C=O>[Br:1][C:19]1[C:18]([OH:22])=[C:17]([F:23])[CH:16]=[C:15]2[C:20]=1[CH2:21][CH:13]([CH2:9][CH2:10][CH2:11][CH3:12])[C:14]2=[O:24]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 219908852-Butyl-6-fluoro-5-hydroxy-1-indanone

生成物 1

HCID 219908524-Bromo-2-butyl-6-fluoro-5-hydroxy-1-indanone収率 90.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

N-Bromosuccinimide (1.41 g, 7.93 mmol) was added to a solution of 2-butyl-6-fluoro-5-hydroxy-1-indanone (1.76 g, 7.93 mmol) in anhydrous N,N-dimethylformamide (15 mL). The resulting solution was stirred at room temperature for two hours. The solvent was evaporated under vacuum and the residue was partitioned between EtOAc (100 mL) and water (100 ml). The organic phase was washed with water (4×100 mL) and brine (50 mL), dried over MgSO4, filtered, and evaporated under vacuum to provide crude 4-bromo-2-butyl-6-fluoro-5-hydroxy-1-indanone (2.17 g) as an oil.

後処理

  1. customThe solvent was evaporated under vacuum
  2. customthe residue was partitioned between EtOAc (100 mL) and water (100 ml)
  3. washThe organic phase was washed with water (4×100 mL) and brine (50 mL)
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated under vacuum

出典と根拠

ORDレコード
ord-003b390b794440cdb243ce9841e7b453
出典データセット
uspto-grants-2006_08
特許番号
US07087599B2

関連ノート

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