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

HRID 636737ノート

反応式

HRID 636737 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 702Ethanol溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-7c8d14fe609c41a4bc7ee26a44e99b1a
出典データセット
uspto-grants-2001_02
特許番号
US06194461B1

反応ノート

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