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Phenylacetyl chloride → HCID 5083474, 화합물

HRID 1886907
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HRID 1886907 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[OH:11].[C:12]1([CH2:18][C:19](Cl)=O)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[OH-].[Na+]>O1CCOCC1>[CH2:18]([C:19]1[O:11][C:3]2[CH:4]=[CH:5][C:6]([N+:8]([O-:10])=[O:9])=[CH:7][C:2]=2[N:1]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7679Phenylacetyl chlorideHCID 14798Sodium HydroxideHCID 36133892-Amino-4-Nitrophenol

생성물 1

HCID 5083474HCID 5083474, 화합물수율 33.3%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
210 °C

실험 절차

To 2-amino-4-nitrophenol (300 mg, 1.95 mmol) in dioxane (2.5 mL) was added 2-phenylacetyl chloride (290 μL, 2.15 mmol) at room temperature. The reaction vessel was heated in the microwave at 210° C. for 15 min. After cooling, the mixture was slowly poured into 1M aqueous sodium hydroxide (50 mL), and the resulting precipitate filtered and washed with water. The resulting solid was purified by column chromatography eluting using a gradient (ethyl acetate/hexanes 1:7 v/v to ethyl acetate/hexanes 1:5 v/v) to afford 165 mg (33%) of the title compound (LCMS RT=6.47 min, MH+ 255.2)

후처리

  1. temperatureAfter cooling
  2. filtrationthe resulting precipitate filtered
  3. washwashed with water
  4. customThe resulting solid was purified by column chromatography
  5. washeluting

출처 및 근거

ORD 기록
ord-0ce57924b22a4883a72bef7ccea93840
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08501713B2

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