Sodium borohydride → 2-(2-Fluoro-4-nitrophenyl)-2-methylpropane-1,3-diol

HRID 1842964노트

반응식

HRID 1842964 반응식
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[C:11]([CH3:20])([C:16](OC)=[O:17])[C:12](OC)=[O:13].[BH4-].[Na+]>CO.O>[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[C:11]([CH3:20])([CH2:16][OH:17])[CH2:12][OH:13]

참가 물질

5

반응물 2

HCID 4311764Sodium borohydrideHCID 70816610Dimethyl 2-(2-fluoro-4-nitrophenyl)-2-methylmalonate

생성물 1

HCID 708166542-(2-Fluoro-4-nitrophenyl)-2-methylpropane-1,3-diol수율 50%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

To a stirred solution of dimethyl 2-(2-fluoro-4-nitrophenyl)-2-methylmalonate (1.0 g, 3.50 mmol, 1.0 eq) in methanol (20 mL) was added NaBH4 (0.67 gm, 17.63 mmol, 5.0 eq) at 0° C. and stirred at RT for 16 h. The mixture was diluted with water (20 mL), extracted with ethyl acetate (20 mL). The organic layer was washed with brine, dried over anhydrous Na2SO4, and the solvent was vaporated under reduced pressure. The crude product obtained was purified by CC using EtOAc/PE (2:3) to get 2-(2-fluoro-4-nitrophenyl)-2-methylpropane-1,3-diol (400 mg, 50%; TLC system: EtOAc/PE (1:1), Rf: 0.3).

후처리

  1. extractionextracted with ethyl acetate (20 mL)
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous Na2SO4
  4. customThe crude product obtained
  5. customwas purified by CC

출처 및 근거

ORD 기록
ord-abac8a9f448042789d7896276bdf0167
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946204B2

반응 노트

불러오는 중…