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Sodium Bicarbonate → HCID 68554937, 화합물

HRID 1854674
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HRID 1854674 반응식
C(OC([NH:8][C:9]1[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[C:17](=[O:30])[CH2:18][C:19](=[O:29])/[CH:20]=[CH:21]/[C:22]2[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=2)=[CH:11][CH:10]=1)=O)(C)(C)C.Cl.O1CCOCC1.C([O-])(O)=O.[Na+]>O1CCCC1>[NH2:8][C:9]1[CH:10]=[CH:11][C:12](/[CH:15]=[CH:16]/[C:17](=[O:30])[CH2:18][C:19](=[O:29])/[CH:20]=[CH:21]/[C:22]2[CH:23]=[CH:24][C:25]([OH:28])=[CH:26][CH:27]=2)=[CH:13][CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 204431481,4-Dioxane hydrochlorideHCID 68551182HCID 68551182, 화합물

생성물 1

HCID 68554937HCID 68554937, 화합물수율 35%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of (1E,6E)-1-[4-(tert-butoxycarbonylamino)phenyl]-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione (22 mg, 54 μmol, synthesized in Example 278) in 1 mL of tetrahydrofuran was added 2 mL of 4N HCl/dioxane at room temperature. After being stirred at the same temperature for 1 h, the reaction mixture was neutralized with saturated NaHCO3 aqueous solution. The mixture was extracted with chloroform, and the organic layer was dried over Na2SO4. After filtration, the filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=70/30 to 50/50) to obtain the title compound as a solid (5.8 mg, 35%) having the following characteristics.

후처리

  1. extractionThe mixture was extracted with chloroform
  2. dry with materialthe organic layer was dried over Na2SO4
  3. filtrationAfter filtration
  4. concentrationthe filtrate was concentrated in vacuo
  5. customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate=70/30 to 50/50)

출처 및 근거

ORD 기록
ord-73ca935f8be442088bcffe42c9b567e6
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08962674B2

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