Potassium Carbonate → Methyl 1-(4-((3-benzoylphenoxy)methyl)phenyl)cyclopropanecarboxylate

HRID 332681노트

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HRID 332681 반응식
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:12]([O:14][CH3:15])=[O:13])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.[OH:16][C:17]1[CH:18]=[C:19]([CH:28]=[CH:29][CH:30]=1)[C:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:21].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.O>[C:20]([C:19]1[CH:18]=[C:17]([CH:30]=[CH:29][CH:28]=1)[O:16][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:12]([O:14][CH3:15])=[O:13])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1)(=[O:21])[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 830503-HydroxybenzophenoneHCID 57443306Methyl 1-(4-(bromomethyl)phenyl)cyclopropanecarboxylate

생성물 1

HCID 71093088Methyl 1-(4-((3-benzoylphenoxy)methyl)phenyl)cyclopropanecarboxylate수율 104.6%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

Methyl 1-(4-(bromomethyl)phenyl)cyclopropanecarboxylate (2.478 g, 9.207 mmol) was added to a mixture of 3-hydroxybenzophenone (2.19 g, 11.05 mmol) and potassium carbonate (3.054 g, 22.10 mmol) in dimethyl formamide (46 mL). The reaction mixture was stirred at 60° C. for 16 hours. The reaction mixture was diluted with water and extracted with ethyl acetate (×3). The combined organic extracts were washed with 10% aqueous potassium carbonate (×5), 2M NaOH (×5), brine and dried (magnesium sulfate), filtered, and concentrated under reduced pressure to afford the title compound (3.721 g, quantitative yield). The material was used directly in the next step with no further purification.

후처리

  1. extractionextracted with ethyl acetate (×3)
  2. washThe combined organic extracts were washed with 10% aqueous potassium carbonate (×5), 2M NaOH (×5), brine
  3. dry with materialdried (magnesium sulfate)
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-fccff641c38548fe906b7ecf8d63d2ca
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877774B2

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