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Acetic Acid → alpha-(2,4-Difluorophenyl)-n-[dimethyl(acetoxymethyl)methyl]nitrone

HRID 636739
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반응식

HRID 636739 반응식
[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[CH3:11][C:12]([N+:19]([O-])=[O:20])([CH3:18])[CH2:13][O:14][C:15](=[O:17])[CH3:16].C(O)(=O)C>C(O)C.[Zn]>[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=[N+:19]([C:12]([CH3:18])([CH3:11])[CH2:13][O:14][C:15](=[O:17])[CH3:16])[O-:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 737702,4-DifluorobenzaldehydeHCID 212556952-Methyl-2-nitro-1-acetoxypropane

생성물 1

HCID 86756464alpha-(2,4-Difluorophenyl)-n-[dimethyl(acetoxymethyl)methyl]nitrone수율 48.4%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 702Ethanol
용매

실험 절차

A suspension of 2,4-difluorobenzaldehyde (428.2 mg, 3.01 mmol), 2-methyl-2-nitro-1-acetoxypropane (467.8 mg, 2.90 mmol) and zinc (321.7 mg, 4.92 mmol) in ethanol (5 ml) was cooled to 0° C. in ice-water bath. Acetic acid (0.57 ml, 9.9 mmol) was added dropwise to the mixture and was warmed to room temperature and stirred for 16 hours. The mixture was filtered through Celite® bed and the filtrate was concentrated and purified by silica gel chromatography (hexane/ethyl acetate=2/1) to give the title compound (380.8 mg; 48%).

후처리

  1. filtrationThe mixture was filtered through Celite® bed
  2. concentrationthe filtrate was concentrated
  3. custompurified by silica gel chromatography (hexane/ethyl acetate=2/1)

출처 및 근거

ORD 기록
ord-ffe2f041b6a24073936ebf65d2fd60d5
출처 데이터셋
uspto-grants-2001_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06194461B1

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