Acetic Acid → alpha-(2,4-diflurophenyl)-N-[dimethyl(methoxymethoxymethyl)methyl]nitrone

HRID 636737노트

반응식

HRID 636737 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][CH2:15][O:16][CH3:17].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][CH2:15][O:16][CH3:17])[O-:20]

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 737702,4-DifluorobenzaldehydeHCID 212556992-Methyl-2-nitro-1-(methoxymethoxy)propane

생성물 1

HCID 73691529alpha-(2,4-diflurophenyl)-N-[dimethyl(methoxymethoxymethyl)methyl]nitrone수율 64.3%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 702Ethanol용매

실험 절차

A suspension of 2,4-difluorobenzaldehyde (293.3 mg, 2.06 mmol), 2-methyl-2-nitro-1-(methoxymethoxy)propane (382.7 mg, 2.35 mmol) and zinc (266 mg, 4.07 mmol) in ethanol (5 ml) was cooled to 0° C. in ice-water bath. Acetic acid (0.46 ml, 8.0 mmol) was added dropwise to the mixture. The mixture was gradually warmed to room temperature and stirred for 19 hours. The mixture was filtered through Celite® bed and the filtrate was concentrated and purified by silica gel chromatography (hexane/ethyl acetate=4/1) to give the title compound (361.9 mg; 56%).

후처리

  1. filtrationThe mixture was filtered through Celite® bed
  2. concentrationthe filtrate was concentrated
  3. custompurified by silica gel chromatography (hexane/ethyl acetate=4/1)

출처 및 근거

ORD 기록
ord-7c8d14fe609c41a4bc7ee26a44e99b1a
출처 데이터셋
uspto-grants-2001_02
특허 번호
US06194461B1

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