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Trifluoroacetic anhydride → Ethyl 3-methyl-4-nitro-1-(2,4,6-trichlorophenyl)-1H-pyrazole-5-carboxylate

HRID 598194
ノート
印刷プレビュー

反応式

HRID 598194 の反応式
[CH3:1][C:2]1[CH:6]=[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:4]([C:12]2[C:17]([Cl:18])=[CH:16][C:15]([Cl:19])=[CH:14][C:13]=2[Cl:20])[N:3]=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O.[N+:34]([O-])([O-:36])=[O:35].[NH4+].C(=O)([O-])[O-].[K+].[K+]>FC(F)(F)C(O)=O>[CH3:1][C:2]1[C:6]([N+:34]([O-:36])=[O:35])=[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:4]([C:12]2[C:13]([Cl:20])=[CH:14][C:15]([Cl:19])=[CH:16][C:17]=2[Cl:18])[N:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 9845Trifluoroacetic anhydrideHCID 11430Potassium CarbonateHCID 22985Ammonium nitrateHCID 67267631Ethyl 3-methyl-1-(2,4,6-trichlorophenyl)-1H-pyrazole-5-carboxylate

生成物 1

HCID 67267347Ethyl 3-methyl-4-nitro-1-(2,4,6-trichlorophenyl)-1H-pyrazole-5-carboxylate収率 66%

試薬・触媒・溶媒 1

HCID 6422
Trifluoroacetic acid
溶媒

実験手順

To a solution of ethyl 3-methyl-1-(2,4,6-trichlorophenyl)-1H-pyrazole-5-carboxylate (500 mg, 1.50 mmol) in trifluoroacetic acid (2.54 ml) was added trifluoroacetic anhydride (1.48 ml) followed by an addition of ammonium nitrate (240 mg, 3.00 mmol). The mixture was stirred for 20 h at room temperature and neutralized with aqueous potassium carbonate. The aqueous solution was extracted with ethyl acetate. The extract was dried over magnesium sulfate and concentrated under vacuum. The residue was purified by silica gel chromatography eluting with 3% ethyl acetate/n-hexane to give the title compound (372 mg, 66%).

後処理

  1. extractionThe aqueous solution was extracted with ethyl acetate
  2. dry with materialThe extract was dried over magnesium sulfate
  3. concentrationconcentrated under vacuum
  4. customThe residue was purified by silica gel chromatography
  5. washeluting with 3% ethyl acetate/n-hexane

出典と根拠

ORDレコード
ord-9f8ef8f3eb3645bcb0d124d64ef7ba50
出典データセット
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07897607B2

反応ノート

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