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Pyridine → Tetradecanoic Acid 1-(2-hex-3-enyloxycarbonyl-ethyl)-heptyl Ester

HRID 1018170
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인쇄 미리보기

반응식

HRID 1018170 반응식
[CH2:1]([O:7][C:8](=[O:19])[CH2:9][CH2:10][CH:11]([OH:18])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH2:2][CH:3]=[CH:4][CH2:5][CH3:6].N1C=CC=CC=1.CN(C1C=CC=CN=1)C.[C:35](Cl)(=[O:49])[CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48]>O1CCCC1.O>[CH2:1]([O:7][C:8]([CH2:9][CH2:10][CH:11]([O:18][C:35](=[O:49])[CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[O:19])[CH2:2][CH:3]=[CH:4][CH2:5][CH3:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 1049PyridineHCID 218852-DimethylaminopyridineHCID 66986Myristoyl chlorideHCID 542574244-Hydroxy-decanoic acid hex-3-enyl ester

생성물 1

HCID 53781700Tetradecanoic Acid 1-(2-hex-3-enyloxycarbonyl-ethyl)-heptyl Ester수율 92.5%

시약·촉매·용매 2

HCID 962
Water
용매
HCID 8028Tetrahydrofuran용매2회

실험 절차

To a mixture of 1.10 g of 4-hydroxy-decanoic acid hex-3-enyl ester, 0.64 g pyridine and 0.1 g dimethylaminopyridine in 5 ml tetrahydrofuran was slowly added a solution of 1.10 g myristoyl chloride in 5 ml tetrahydrofuran. The mixture was stirred for 16 hours at room temperature. Water was then added and the mixture extracted with ethyl acetate. The organic layer was washed with saturated sodium bicarbonate, 2N hydrochloric acid, water, dried over magnesium sulfate and evaporated to dryness. The residue was chromatographed on silica gel to give 1.81 g of a colorless liquid.

후처리

  1. extractionthe mixture extracted with ethyl acetate
  2. washThe organic layer was washed with saturated sodium bicarbonate, 2N hydrochloric acid, water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated to dryness
  5. customThe residue was chromatographed on silica gel

출처 및 근거

ORD 기록
ord-5c610f346c9145958c1e56feea5ef7a9
출처 데이터셋
uspto-grants-2002_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06479682B1

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