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

HRID 20438노트

반응식

HRID 20438 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 3776Isopropanol용매HCID 6212Chloroform용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8e83b0027be94771977c2a32d98461f9
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745438B2

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