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Hydrochloric Acid → Rac-3-{1-[2-(3,5-dimethoxy-phenyl)-5-methyl-oxazol-4-ylmethyl]-1h-indol-4-yl}-2-ethoxy-propionic acid

HRID 11383
ノート
印刷プレビュー

反応式

HRID 11383 の反応式
C([O:3][C:4](=[O:36])[CH:5]([O:33][CH2:34][CH3:35])[CH2:6][C:7]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:8]=1[CH:9]=[CH:10][N:11]2[CH2:16][C:17]1[N:18]=[C:19]([C:23]2[CH:28]=[C:27]([O:29][CH3:30])[CH:26]=[C:25]([O:31][CH3:32])[CH:24]=2)[O:20][C:21]=1[CH3:22])C.[Li+].[OH-].Cl>O1CCOCC1>[CH3:30][O:29][C:27]1[CH:28]=[C:23]([C:19]2[O:20][C:21]([CH3:22])=[C:17]([CH2:16][N:11]3[C:12]4[C:8](=[C:7]([CH2:6][CH:5]([O:33][CH2:34][CH3:35])[C:4]([OH:36])=[O:3])[CH:15]=[CH:14][CH:13]=4)[CH:9]=[CH:10]3)[N:18]=2)[CH:24]=[C:25]([O:31][CH3:32])[CH:26]=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 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 69279866Rac-3-{1-[2-(3,5-dimethoxy-phenyl)-5-methyl-oxazol-4-ylmethyl]-1h-indol-4-yl}-2-ethoxy-propionic acid ethyl ester

生成物 1

HCID 10434588Rac-3-{1-[2-(3,5-dimethoxy-phenyl)-5-methyl-oxazol-4-ylmethyl]-1h-indol-4-yl}-2-ethoxy-propionic acid収率 66%

試薬・触媒・溶媒 1

HCID 31275
1,4-Dioxane
溶媒

実験手順

rac-3-{1-[2-(3,5-Dimethoxy-phenyl)-5-methyl-oxazol-4-ylmethyl]-1H-indol-4-yl}-2-ethoxy-propionic acid ethyl ester (0.390 g, 0.79 mmol ) was dissolved in 15 ml of dioxane; 1.98 ml of an aqueous solution of LiOH (1.0 molar, 1.98 mmol) were then added at room temperature. The resulting mixture was stirred overnight at room temperature and then poured onto ice, neutralized to pH 4 with HCl (1N) and extracted 3 times with MeCl2. The combined organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated to give 0.242 g (66 %) of rac-3-{1-[2-(3,5-dimethoxy-phenyl)-5-methyl-oxazol-4-ylmethyl]-1H-indol-4-yl}-2-ethoxy-propionic acid as light yellow solid.

後処理

  1. additionpoured onto ice
  2. extractionextracted 3 times with MeCl2
  3. washThe combined organic phases were washed with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated

出典と根拠

ORDレコード
ord-0399fb9c8f3b4bd0ae21245113911683
出典データセット
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07098228B2

反応ノート

読み込み中…

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