Triethylamine → 3-Benzyloxy-6-methylpyridine-2-carbonitrile

HRID 228748노트

반응식

HRID 228748 반응식
[CH2:1]([O:8][C:9]1[C:10]([CH:16]=O)=[N:11][C:12]([CH3:15])=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.NO.C([N:23](CC)CC)C.[N+](C1C=C2C(=O)OC(=O)C2=CC=1)([O-])=O>C(#N)C.O>[CH2:1]([O:8][C:9]1[C:10]([C:16]#[N:23])=[N:11][C:12]([CH3:15])=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 2309764-Nitrophthalic acid anhydrideHCID 443297Hydroxyamine hydrochlorideHCID 227117753-(Benzyloxy)-6-methylpicolinaldehyde

생성물 1

HCID 230785123-Benzyloxy-6-methylpyridine-2-carbonitrile수율 54%

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

3-Benzyloxy-6-methyl-pyridine-2-carbaldehyde (100 mg) was dissolved in acetonitrile (5 ml) to prepare a solution. Hydroxylamine hydrochloride (72 mg) and triethylamine (0.25 ml) were added to the solution, and the mixture was stirred at room temperature for one hr. 4-Nitrophthalic anhydride was added to the reaction solution, and the mixture was stirred at 100° C. overnight. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using ethyl acetate-hexane to give 3-benzyloxy-6-methylpyridine-2-carbonitrile (53 mg, yield 54%).

후처리

  1. customto prepare a solution
  2. stirringthe mixture was stirred at 100° C. overnight
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materialwas dried over anhydrous sodium sulfate
  6. customThe solvent was removed by distillation under the reduced pressure
  7. customthe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-bdfee52e07bc4b12b80fbb8208671e1d
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560558B2

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