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Lithium Hydroxide → HCID 22485675, 화합물

HRID 2181190
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HRID 2181190 반응식
C([O:3][C:4](=[O:28])[CH:5]([O:24][CH2:25][CH2:26][CH3:27])[CH2:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH2:16][O:17][CH2:18][CH2:19][Si:20]([CH3:23])([CH3:22])[CH3:21])[CH:11]=[CH:10]2)C.[OH-].[Li+]>O1CCOCC1>[CH2:25]([O:24][CH:5]([CH2:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH2:16][O:17][CH2:18][CH2:19][Si:20]([CH3:23])([CH3:21])[CH3:22])[CH:11]=[CH:10]2)[C:4]([OH:28])=[O:3])[CH2:26][CH3:27]
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참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 69563406HCID 69563406, 화합물

생성물 1

HCID 22485675HCID 22485675, 화합물수율 85.6%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

1.23 g rac-2-propoxy-3-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-5-yl]-propionic acid ethyl ester were dissolved in 40 ml dioxane, then treated with 7.6 ml lithium hydroxide solution (1 molar in water) and stirred for 16 hours at ambient temperature. Extraction of the reaction mixture with H2O/HCl and dichloromethane, followed by drying of the organic phase with sodium sulfate and evaporation, gave 1.27 g crude product, which was purified by chromatography (silicagel, eluent: gradient of n-heptane/EtOAc) yield to 0.98 g rac-2-propoxy-3-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-5-yl]-propionic acid as a light yellow oil.

후처리

  1. extractionExtraction of the reaction mixture with H2O/HCl and dichloromethane
  2. dry with materialby drying of the organic phase with sodium sulfate and evaporation
  3. customgave 1.27 g crude product, which
  4. customwas purified by chromatography (silicagel, eluent: gradient of n-heptane/EtOAc)

출처 및 근거

ORD 기록
ord-794248167bb848c19b3e5f634b421e89
출처 데이터셋
uspto-grants-2005_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06890947B2

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