1H-1,2,4-Triazole → 4-[1,2,4]Triazol-1-yl-naphthalene-1-carbaldehyde

HRID 388364ノート

反応式

HRID 388364 の反応式
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.F[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH:17]=[O:18])=[CH:9][CH:8]=1>CN(C=O)C.C(=O)([O-])[O-].[K+].[K+]>[N:1]1([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([CH:17]=[O:18])=[CH:9][CH:8]=2)[CH:5]=[N:4][CH:3]=[N:2]1

参加物

5

反応物 2

HCID 92571H-1,2,4-TriazoleHCID 70225244-Fluoronaphthalene-1-carbaldehyde

生成物 1

HCID 866581554-[1,2,4]Triazol-1-yl-naphthalene-1-carbaldehyde収率 68.8%

試薬・触媒・溶媒 2

HCID 11430Potassium Carbonate触媒HCID 6228Dimethylformamide溶媒

実験手順

1,2,4-triazole (248 mg) is added to a solution of 4-fluoro-naphthalene-1-carbaldehyde (522 mg) and potassium carbonate (4 mg) in DMF (4 ml): After 3 hours a room temperature, the reaction is quenched with water (40 ml) and ethyl acetate (50 ml). The organic phase is separated and the aqueous phase is extracted two times with ethyl acetate. The organic phases are combined, extracted with water and with a saturated aqueous solution of NaCl, dried over Na2SO4 and concentrated in vacuo. The crude product is purified on a semi-preparative HPLC to yield 4-[1,2,4]triazol-1-yl-naphthalene-1-carbaldehyde (460 mg) as beige crystals. MS (HPLC/MS): 224 (MH+). Retention time: 2.97 min.

後処理

  1. customthe reaction is quenched with water (40 ml) and ethyl acetate (50 ml)
  2. customThe organic phase is separated
  3. extractionthe aqueous phase is extracted two times with ethyl acetate
  4. extractionextracted with water and with a saturated aqueous solution of NaCl
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo
  7. customThe crude product is purified on a semi-preparative HPLC

出典と根拠

ORDレコード
ord-8b0212816bb34f8a86a55ec82397fc7b
出典データセット
uspto-grants-2013_02
特許番号
US08377942B2

反応ノート

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