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

HRID 1842964ノート

反応式

HRID 1842964 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-abac8a9f448042789d7896276bdf0167
出典データセット
uspto-grants-2015_02
特許番号
US08946204B2

反応ノート

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