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

HRID 1695187ノート

反応式

HRID 1695187 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 672744484-Cyclopropylmethoxy-2-trifluoromethyl-benzoic acid methyl ester収率 102.6%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-95dcd224e4dc4cc0b8990787b5e2f59e
出典データセット
uspto-grants-2012_04
特許番号
US08163729B2

反応ノート

読み込み中…