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Sodium Iodide → Methyl 4-(cyclopropylmethoxy)benzoate

HRID 1695240
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HRID 1695240 반응식
[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.[Na+].[I-].C([O-])([O-])=O.[K+].[K+].Br[CH2:21][CH:22]1[CH2:24][CH2:23]1>CC(C)=O>[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:21][CH:22]2[CH2:24][CH2:23]2)=[CH:6][CH:5]=1
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참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 7456MethylparabenHCID 11430Potassium CarbonateHCID 81503Bromomethylcyclopropane

생성물 1

HCID 57589023Methyl 4-(cyclopropylmethoxy)benzoate수율 79%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

4-hydroxy-benzoic acid methyl ester (2.0 g, 13.1 mmol, 1.2 eq) was dissolved in acetone (20 mL), NaI (0.97 g, 6.5 mmol, 0.5 eq) and K2CO3 (3.0 g, 21.8 mmol, 2.0 eq) were added and the mixture was stirred at room temperature for 20 min. (Bromomethyl)cyclopropane (1.1 mL, 10.3 mmol, 1.0 eq) was added, and the reaction was refluxed for 2 days. The solvent was concentrated under reduced pressure, NaOH 10% was added, and the product was extracted with DCM. The organic phase was dried over Na2SO4 and the solvent evaporated under reduced pressure. The title product (1.23 g, yield 79%) was recovered and used without further purification.

후처리

  1. additionwas added
  2. temperaturethe reaction was refluxed for 2 days
  3. concentrationThe solvent was concentrated under reduced pressure, NaOH 10%
  4. additionwas added
  5. extractionthe product was extracted with DCM
  6. dry with materialThe organic phase was dried over Na2SO4
  7. customthe solvent evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-b94f8dbea5464c9a99e038d35417514f
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08163729B2

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