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Sodium Iodide → Methyl 4-(cyclopropylmethoxy)benzoate

HRID 1695240
ノート
印刷プレビュー

反応式

HRID 1695240 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 7456MethylparabenHCID 11430Potassium CarbonateHCID 81503Bromomethylcyclopropane

生成物 1

HCID 57589023Methyl 4-(cyclopropylmethoxy)benzoate収率 79%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b94f8dbea5464c9a99e038d35417514f
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08163729B2

反応ノート

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