Methyl Salicylate → 2-Isopropoxybenzoic acid

HRID 49946

反応式

HRID 49946 の反応式
C(=O)([O-])[O-].[K+].[K+].[CH:7](Br)([CH3:9])[CH3:8].[C:11]([O:20]C)(=[O:19])[C:12]1[C:13](=[CH:15][CH:16]=[CH:17][CH:18]=1)[OH:14].[OH-].[Na+]>C(O)C.CN(C)C=O>[CH:7]([O:14][C:13]1[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=1[C:11]([OH:20])=[O:19])([CH3:9])[CH3:8]

参加物

7

反応物 4

HCID 4133Methyl SalicylateHCID 63582-BromopropaneHCID 11430Potassium CarbonateHCID 14798Sodium Hydroxide

生成物 1

HCID 123576742-Isopropoxybenzoic acid

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 6228Dimethylformamide溶媒

実験手順

5.00 g (36.2 mmol) of potassium carbonate and 3.27 g (26.6 mmol) of isopropyl bromide were added to a mixture of 2.00 g (13.2 mmol) of methyl salicylate and 10 ml of dimethylformamide, and they were stirred at room temperature overnight and then at 70° C. for 4 hours. 12.0 ml (36 mmol) of 3 M aqueous sodium hydroxide solution and 6.0 ml of ethanol were added to the reaction mixture, and they were stirred at 80° C. for 6 hours and then concentrated under reduced pressure. Water was added thereto. After washing with ethyl acetate, the aqueous layer was neutralized with hydrochloric acid. After the extraction with ethyl acetate, the extract was washed with water and saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to obtain the title compound.

後処理

  1. waitat 70° C. for 4 hours
  2. stirringwere stirred at 80° C. for 6 hours
  3. concentrationconcentrated under reduced pressure
  4. additionWater was added
  5. washAfter washing with ethyl acetate
  6. extractionAfter the extraction with ethyl acetate
  7. washthe extract was washed with water and saturated aqueous sodium chloride solution
  8. dry with materialdried over anhydrous sodium sulfate
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-611e9242d9764af58057c91e52a12e2c
出典データセット
uspto-grants-2004_03
特許番号
US06710056B2

関連ノート

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