Sodium Iodide → 4-Cyclopropylmethoxy-2-trifluoromethyl-benzoic acid methyl ester

HRID 1695187노트

반응식

HRID 1695187 반응식
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][C:5]=1[C:11]([F:14])([F:13])[F:12].[Na+].[I-].C([O-])([O-])=O.[K+].[K+].Br[CH2:25][CH:26]1[CH2:28][CH2:27]1>CC(C)=O>[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:25][CH:26]2[CH2:28][CH2:27]2)=[CH:6][C:5]=1[C:11]([F:13])([F:12])[F:14]

참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 81503BromomethylcyclopropaneHCID 23109247Methyl 4-hydroxy-2-(trifluoromethyl)benzoate

생성물 1

HCID 672744484-Cyclopropylmethoxy-2-trifluoromethyl-benzoic acid methyl ester수율 102.6%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

4-hydroxy-2-trifluoromethyl-benzoic acid methyl ester (1.1 g, 4.8 mmol, 1.0 eq) was dissolved in acetone (14 mL), NaI (0.5 eq) and K2CO3 (1.04 g, 2.0 eq) were added and the mixture was stirred at room temperature for 30 min. (Bromomethyl)cyclopropane (0.42 mL, 4.3 mmol, 0.9 eq) was added, and the mixture was refluxed for 2 days. The solvent was concentrated under reduced pressure, NaOH 10% was added, and it was extracted with DCM and dried. The title product (1.21 g, yield 92%) was recovered and used without further purification.

후처리

  1. additionwas added
  2. temperaturethe mixture was refluxed for 2 days
  3. concentrationThe solvent was concentrated under reduced pressure, NaOH 10%
  4. additionwas added
  5. extractionit was extracted with DCM
  6. customdried

출처 및 근거

ORD 기록
ord-95dcd224e4dc4cc0b8990787b5e2f59e
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163729B2

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