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

HRID 7889

반응식

HRID 7889 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-003b390b794440cdb243ce9841e7b453
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087599B2

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