Sodium borohydride → 1-Fluoro-3-(2-nitro-ethyl)-5-propoxy-benzene

HRID 20438ノート

反応式

HRID 20438 の反応式
[BH4-].[Na+].[F:3][C:4]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12][CH3:13])[CH:7]=[C:6](/[CH:14]=[CH:15]/[N+:16]([O-:18])=[O:17])[CH:5]=1>C(Cl)(Cl)Cl.C(O)(C)C>[F:3][C:4]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12][CH3:13])[CH:7]=[C:6]([CH2:14][CH2:15][N+:16]([O-:18])=[O:17])[CH:5]=1

参加物

5

反応物 2

HCID 4311764Sodium borohydrideHCID 685582311-Fluoro-3-((E)-2-nitro-vinyl)-5-propoxy-benzene

生成物 1

HCID 685634311-Fluoro-3-(2-nitro-ethyl)-5-propoxy-benzene収率 56.2%

試薬・触媒・溶媒 2

HCID 3776Isopropanol溶媒HCID 6212Chloroform溶媒

実験手順

Add sodium borohydride (1.30 g, 34.46 mmol) to 1-fluoro-3-((E)-2-nitro-vinyl)-5-propoxy-benzene (1.94 g, 8.61 mmol) and silica gel (17 g) in chloroform (86 mL) and isopropanol (25 mL) at room temperature in portions over 5 minutes. Stir at room temperature 2 hours and filter. Concentrate the filtrate and dissolve in ethyl acetate. Wash with water and saturated aqueous sodium chloride, dry over magnesium sulfate, filter and concentrate. Purify on 40 g silica gel eluting with 100:0 to 70:30 hexanes:ethyl acetate to give 1.1 g (56.2%) of the desired compound as an oil.

後処理

  1. filtrationfilter
  2. concentrationConcentrate the filtrate
  3. dissolutiondissolve in ethyl acetate
  4. washWash with water and saturated aqueous sodium chloride
  5. dry with materialdry over magnesium sulfate
  6. filtrationfilter
  7. concentrationconcentrate
  8. customPurify on 40 g silica gel eluting with 100:0 to 70:30 hexanes

出典と根拠

ORDレコード
ord-8e83b0027be94771977c2a32d98461f9
出典データセット
uspto-grants-2010_06
特許番号
US07745438B2

反応ノート

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