Triethylene Glycol → 2-(3-Pyridylmethyl)-6-(2-methyl-1,3-dioxolan-2-yl)naphthalene

HRID 35193

반응식

HRID 35193 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:19]4([CH3:24])[O:23][CH2:22][CH2:21][O:20]4)[CH:15]=3)[CH:10]=2)=O)[CH:2]=1.C(O)COCCOCCO.NN.[OH-].[K+]>O>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:19]4([CH3:24])[O:20][CH2:21][CH2:22][O:23]4)[CH:15]=3)[CH:10]=2)[CH:2]=1

참가 물질

6

반응물 4

HCID 8172Triethylene GlycolHCID 9321HydrazineHCID 14797Potassium HydroxideHCID 15612242HCID 15612242, 화합물

생성물 1

HCID 156122432-(3-Pyridylmethyl)-6-(2-methyl-1,3-dioxolan-2-yl)naphthalene수율 62%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
160 °C

실험 절차

A mixture of 270 mg of 2-(3-pyridylcarbonyl)-6-(2-methyl-1,3-dioxolan-2-yl)naphthalene, 7 ml of triethylene glycol, 1 ml of anhydrous hydrazine and 500 mg of potassium hydroxide were heated at 160° C. for 30 minutes. The temperature was then raised to 210° C. for 1 hour. The mixture was cooled, poured into water and extracted with methylene chloride. The organic layer was dried over sodium sulfate, the solvent removed under reduced pressure and the residue chromatographed on silica gel to give 160 mg of 2-(3-pyridylmethyl)-6-(2-methyl-1,3dioxolan-2-yl)naphthalene as an oil.

후처리

  1. temperatureThe temperature was then raised to 210° C. for 1 hour
  2. temperatureThe mixture was cooled
  3. extractionextracted with methylene chloride
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. customthe solvent removed under reduced pressure
  6. customthe residue chromatographed on silica gel

출처 및 근거

ORD 기록
ord-9b438c38abb14a318e2a01f24f8f5b42
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04766127

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