Ethanolamine → 2-(2-Ethyl-5-phenyl-1H-pyrrol-1-yl)ethanol

HRID 1042961노트

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HRID 1042961 반응식
[C:1]1([C:7](=O)[CH2:8][CH2:9][C:10](=O)[CH2:11][CH3:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:15]([CH2:17][NH2:18])[OH:16].C(O)(=O)C(C)(C)C.CCCCCCC.O1CCCC1.C1(C)C=CC=CC=1>ClCCl.O>[OH:16][CH2:15][CH2:17][N:18]1[C:10]([CH2:11][CH3:12])=[CH:9][CH:8]=[C:7]1[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

7

반응물 4

HCID 700EthanolamineHCID 6417Pivalic acidHCID 110632161-Phenyl-1,4-hexanedioneHCID 22168748HCID 22168748, 화합물

생성물 1

HCID 221687532-(2-Ethyl-5-phenyl-1H-pyrrol-1-yl)ethanol

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

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온도
115 °C

실험 절차

A mixture of 1-phenyl-hexane-1,4-dione (5 g), ethanol amine (1.6 g) and pivalic acid (2.15 g) in a solvent mixture containing n-heptane:tetrahydrofuran:toluene (4:1:1, 50 mL) was refluxed with stirring at 110-120° C. Water formed during the reaction was removed azeotropically during 3 to 4 hrs. The reaction mixture was cooled and the solvent was removed. The residue obtained was dissolved in dichloromethane (50 mL), washed with saturated sodium bicarbonate solution (50 mL), water (50 mL), and then with brine (50 mL), dried (Na2SO4) and the solvent was evaporated. The crude compound obtained as an oily mass. The crude substance was used in the next step without purification.

후처리

  1. temperaturewas refluxed
  2. customwas removed azeotropically during 3 to 4 hrs
  3. temperatureThe reaction mixture was cooled
  4. customthe solvent was removed
  5. customThe residue obtained
  6. washwashed with saturated sodium bicarbonate solution (50 mL), water (50 mL)
  7. dry with materialwith brine (50 mL), dried (Na2SO4)
  8. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-2d046ca635f2436a947537e415127974
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08558009B2

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