Ethyl Acetate → HCID 17995915、化合物

HRID 58196

反応式

HRID 58196 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[BH4-].[Na+].CCOC(C)=O>CO.[Cl-].[Na+].O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:10])[CH3:9])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]

参加物

6

反応物 3

HCID 8857Ethyl AcetateHCID 27346124'-Fluoro-3'-nitroacetophenoneHCID 4311764Sodium borohydride

生成物 1

HCID 17995915HCID 17995915、化合物収率 87.1%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

1-(4-fluoro-3-nitrophenyl)ethanone (1.0 g, 5.46 mmol) was dissolved in MeOH (15.0 ml) and stirred over ice bath. NaBH4 (0.62 g, 16.0 mmol) was added portionwise. Upon completion of the addition, the reaction mixture was stirred at rt for 10 minutes. The reaction mixture was poured into EtOAc and brine. The organic layer was separated, dried over MgSO4 and evaporated. The resulting material was purified by flash chromatography on silica eluting with 20% to 70% EtOAc/Hexane to afford the title compound (881 mg, yield: 87%). %). 1H-NMR (400 MHz, CDCl3) δ 1.53 (d, 4H) 4.99 (dd, 1H) 7.22-7.33 (m, 1H) 7.66 (ddd, 1H) 8.09 (dd, 1H)

後処理

  1. additionUpon completion of the addition
  2. stirringthe reaction mixture was stirred at rt for 10 minutes
  3. customThe organic layer was separated
  4. dry with materialdried over MgSO4
  5. customevaporated
  6. customThe resulting material was purified by flash chromatography on silica eluting with 20% to 70% EtOAc/Hexane

出典と根拠

ORDレコード
ord-95d290047f3d4487ba95a2a9bd813576
出典データセット
uspto-grants-2016_09
特許番号
US09434697B2

関連ノート

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