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

HRID 918119ノート

反応式

HRID 918119 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 3283Diethyl Ether溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-10ead71c796c4e88898fed505ca74c90
出典データセット
uspto-grants-1976_07
特許番号
US03969384

反応ノート

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