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Sodium Bicarbonate → HCID 68554937、化合物

HRID 1854674
ノート
印刷プレビュー

反応式

HRID 1854674 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 204431481,4-Dioxane hydrochlorideHCID 68551182HCID 68551182、化合物

生成物 1

HCID 68554937HCID 68554937、化合物収率 35%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-73ca935f8be442088bcffe42c9b567e6
出典データセット
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08962674B2

反応ノート

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