Pyridine → 3-(4-Methylphenyl)prop-2-EN-1-YL 9-cyclopropylnonanoate

HRID 918119노트

반응식

HRID 918119 반응식
[CH3:1][C:2]1[CH:11]=[CH:10][C:5]([CH:6]=[CH:7][CH2:8][OH:9])=[CH:4][CH:3]=1.[CH:12]1([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23](Cl)=[O:24])[CH2:14][CH2:13]1.N1C=CC=CC=1.Cl.[NH+]1C=CC=CC=1>CCOCC.O>[CH:12]1([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:9][CH2:8][CH:7]=[CH:6][C:5]2[CH:10]=[CH:11][C:2]([CH3:1])=[CH:3][CH:4]=2)=[O:24])[CH2:13][CH2:14]1

참가 물질

7

반응물 4

HCID 1049PyridineHCID 3611722-Propen-1-ol, 3-(4-methylphenyl)-, (2E)-HCID 214896439-Cyclopropylnonanoyl chlorideHCID 21584435Pyridinium hydrochloride

생성물 1

HCID 541641133-(4-Methylphenyl)prop-2-EN-1-YL 9-cyclopropylnonanoate

시약·촉매·용매 2

HCID 962Water용매2회HCID 3283Diethyl Ether용매2회

실험 절차

To a solution of 2.5 g. p-methylcinnamyl alcohol in 50 ml. ether at 0° under nitrogen is added 4.9 g. 9-cyclopropylnonanoyl chloride and 3.6 ml. pyridine. The reaction mixture is allowed to warm to room temperature and is then stirred for ten days. Water is then added to dissolve the pyridinium hydrochloride and form a second liquid phase. This mixture is stirred for 4 hours to hydrolyze the excess acid chloride and the mixture is then diluted with a mixture of ether and water. The ether phase is separated and the aqueous phase is extracated once with ether. The combined ether phases are washed with 2N sulfuric acid, 10% potassium carbonate, water, saturated copper sulfate, water, and brine, dried over calcium sulfate and the solvent removed to yield p-methylcinnamyl 9-cyclopropylnonanoate.

후처리

  1. customform a second liquid phase
  2. stirringThis mixture is stirred for 4 hours
  3. customThe ether phase is separated
  4. washThe combined ether phases are washed with 2N sulfuric acid, 10% potassium carbonate, water, saturated copper sulfate, water, and brine
  5. dry with materialdried over calcium sulfate
  6. customthe solvent removed

출처 및 근거

ORD 기록
ord-10ead71c796c4e88898fed505ca74c90
출처 데이터셋
uspto-grants-1976_07
특허 번호
US03969384

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