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HCID 68587572, 화합물 → Methyl 4-amino-2-tert-butyl-5-phenyl-1-benzofuran-7-carboxylate

HRID 17542
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HRID 17542 반응식
C([NH:4][C:5]1[C:10]2[CH:11]=[C:12]([C:14]([CH3:17])([CH3:16])[CH3:15])[O:13][C:9]=2[C:8]([C:18]([O:20][CH3:21])=[O:19])=[CH:7][C:6]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)(=O)C.C(=O)([O-])O.O1CCOCC1.O.C(=O)(O)[O-].[Na+]>CO>[NH2:4][C:5]1[C:10]2[CH:11]=[C:12]([C:14]([CH3:16])([CH3:17])[CH3:15])[O:13][C:9]=2[C:8]([C:18]([O:20][CH3:21])=[O:19])=[CH:7][C:6]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1
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참가 물질

5

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HCID 68587572HCID 68587572, 화합물HCID 86585896Sodium bicarbonate waterHCID 86630873HCID 86630873, 화합물

생성물 1

HCID 68584743Methyl 4-amino-2-tert-butyl-5-phenyl-1-benzofuran-7-carboxylate수율 48.2%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
50 °C

실험 절차

A methanol (60 ml) solution of methyl 4-acetylamino-2-tert-butyl-5-phenyl-1-benzofuran-7-carboxylate (I-253) (2.28 g, 6.24 mmol) and 4 N hydrogen carbonate/1,4-dioxane solution (15.6 ml, 62.4 mmol) were stirred overnight at room temperature, then heated up to 50° C. and stirred for 5 hours. The reaction liquid was put into saturated sodium bicarbonate water (300 ml), followed by extraction with ethyl acetate (200 ml). The organic layer was dried over anhydrous sodium sulfate, concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1→1:1) to obtain the entitled compound (972 mg, 48%) as a yellow white solid. Starting material recovery, 1.10 g (48%).

후처리

  1. customThe reaction liquid
  2. extractionfollowed by extraction with ethyl acetate (200 ml)
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1→1:1)

출처 및 근거

ORD 기록
ord-3a730f4d61294b44848c7111130bc563
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07737166B2

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