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

HRID 388364노트

반응식

HRID 388364 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 11430Potassium Carbonate촉매HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8b0212816bb34f8a86a55ec82397fc7b
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08377942B2

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