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Ethylene Glycol → 3-Tridecylpyrrole

HRID 465399
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HRID 465399 반응식
[CH2:1]([C:14]1[CH:15]=[C:16](C(OC)=O)[NH:17][CH:18]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].C(O)CO.[OH-].[K+]>O>[CH2:1]([C:14]1[CH:15]=[CH:16][NH:17][CH:18]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 174Ethylene GlycolHCID 14797Potassium HydroxideHCID 15023274Methyl 4-tridecylpyrrole-2-carboxylate

생성물 1

HCID 198748193-Tridecylpyrrole수율 97.3%

시약·촉매·용매 1

HCID 962Water용매2회

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온도
190 °C

실험 절차

Into a mixture of 9.50 g (30.9 mmol) of methyl 4-tridecylpyrrole-2-carboxylate obtained in Synthesis Example 3,200 ml of ethylene glycol and 10 ml of water, was added 20 g of potassium hydroxide and the mixture was heated at 190° C. under stirring for 5 hours. After cooling, the mixture was added with water and extracted with ethyl acetate. The organic layer was collected, washed with water, dried over anhydrous magnesium sulfate and then evaporated. The residue was purified by a silica-gel column chromatography (eluent: ethyl acetate/hexane=1/5) to obtain 7.50 g of 3-tridecylpyrrole. The yield was 97% and the melting point was 32.5° to 33.5° C.

후처리

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. customThe organic layer was collected
  4. washwashed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated
  7. customThe residue was purified by a silica-gel column chromatography (eluent: ethyl acetate/hexane=1/5)

출처 및 근거

ORD 기록
ord-b0f8eef652b34e2ca3bcbb818e6610ee
출처 데이터셋
uspto-grants-1992_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05153217

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