Triethylamine → N-(3,7,11,15-Tetramethyl-2,6,10,14-hexadecatetraenoyl)-glycine

HRID 34561

반응식

HRID 34561 반응식
[CH3:1][C:2]([CH2:7][CH2:8][CH:9]=[C:10]([CH3:22])[CH2:11][CH2:12][CH:13]=[C:14]([CH3:21])[CH2:15][CH2:16][CH:17]=[C:18]([CH3:20])[CH3:19])=[CH:3][C:4]([OH:6])=O.Cl.C([O:26][C:27](=[O:30])[CH2:28][NH2:29])C.C(N(CC)CC)C.[OH-].[K+]>C(O)C.O>[CH3:1][C:2]([CH2:7][CH2:8][CH:9]=[C:10]([CH3:22])[CH2:11][CH2:12][CH:13]=[C:14]([CH3:21])[CH2:15][CH2:16][CH:17]=[C:18]([CH3:20])[CH3:19])=[CH:3][C:4]([NH:29][CH2:28][C:27]([OH:30])=[O:26])=[O:6]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 14797Potassium HydroxideHCID 1285703,7,11,15-Tetramethyl-2,6,10,14-hexadecatetraenic acidHCID 2723640Glycine ethyl ester, hydrochloride

생성물 1

HCID 54055783N-(3,7,11,15-Tetramethyl-2,6,10,14-hexadecatetraenoyl)-glycine수율 85%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

The reaction of 6.1 g of 3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenoic acid with glycine ethyl ester hydrochloride was conducted in the same manner as described in Example 1 except that 6.5 ml of triethylamine was used. Then, a solution of 2.7 g of potassium hydroxide in ethanol was added. The mixture was heated under reflux for 30 minutes. After the completion of the reaction, water was added and the obtained aqueous solution was extracted with ethyl acetate. The ethyl acetate layer was washed with water and dried over magnesium sulfate. The solvent was distilled off to afford 6.1 g (yield 85%) of the title compound as a pale brown oil.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 30 minutes
  3. additionwas added
  4. extractionthe obtained aqueous solution was extracted with ethyl acetate
  5. washThe ethyl acetate layer was washed with water
  6. dry with materialdried over magnesium sulfate
  7. distillationThe solvent was distilled off

출처 및 근거

ORD 기록
ord-1d5e702110244a0e832fd0d8c9e22490
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04762829

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