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Lithium hydride → HCID 22118299, 화합물

HRID 1274866
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HRID 1274866 반응식
[CH3:1][C:2]1[O:7][CH2:6][N:5]([C:8]([CH3:18])([CH3:17])[C:9](=[O:16])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:4](=[O:19])[C:3]=1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[H-].[Li+].Cl[CH2:29]/[CH:30]=[CH:31]\[CH2:32]Cl>COCCOC.CN(C)P(N(C)C)(N(C)C)=O>[CH3:1][C:2]1[O:7][CH2:6][N:5]([C:8]([CH3:17])([CH3:18])[C:9]([C:10]2([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:32][CH:31]=[CH:30][CH2:29]2)=[O:16])[C:4](=[O:19])[C:3]=1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 62714Lithium hydrideHCID 64321151,4-Dichloro-cis-2-buteneHCID 22118254Ethyl 4-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-1,3-oxazin-3-yl)-4-methyl-3-oxo-pentanoate

생성물 1

HCID 22118299HCID 22118299, 화합물

시약·촉매·용매 2

HCID 80711,2-Dimethoxyethane용매
HCID 12679
Hexamethylphosphoramide
용매

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온도
65 °C

실험 절차

A solution of ethyl 4-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-4-methyl-3-oxo-pentanoate (2.0 g), lithium hydride(0.11 g) in 1,2-dimethoxyethane and hexamethylphosphoramide was stirred at 40° C. for 1 hour. cis-1,4-Dichloro-2-butene was then added, and the mixture stirred at 65° C. for 48 hours. The mixture was extracted with ether, washed with brine, dried (magnesium sulphate), evaporated and purified by column chromatography eluting with ethyl acetate/hexane (1:5) to give ethyl 1-[2-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropionyl]cyclopent-3-enylcarboxylate (Compound 9, 0.62 g), NMR: 1.20(3H, t), 1.52(6H, s), 1.91(3H, s), 3.0-3.25(4H, m), 4.14 (2H, q), 5.17(2H, s), 5.56(2H, s), 7.2-7.4(5H, m).

후처리

  1. extractionThe mixture was extracted with ether
  2. washwashed with brine
  3. dry with materialdried (magnesium sulphate)
  4. customevaporated
  5. custompurified by column chromatography
  6. washeluting with ethyl acetate/hexane (1:5)

출처 및 근거

ORD 기록
ord-2d35e5afc72844daa8ce20c453b96f5c
출처 데이터셋
uspto-grants-2000_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06159902

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