Ethanol → Ethyl 2-bromo-5-methoxybenzoate

HRID 1049502ノート

反応式

HRID 1049502 の反応式
[Br:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH2:13](O)[CH3:14]>S(=O)(=O)(O)O>[Br:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:3]=1[C:4]([O:6][CH2:13][CH3:14])=[O:5]

参加物

4

反応物 2

HCID 702EthanolHCID 899062-Bromo-5-methoxybenzoic acid

生成物 1

HCID 43389585Ethyl 2-bromo-5-methoxybenzoate

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid触媒

反応条件

温度
95 °C

実験手順

To a solution of 2-bromo-5-methoxybenzoic acid (5.00 g) in ethanol (100 mL) was added conc. sulfuric acid (10 drops), and the mixture was stirred at 95° C. for 40.5 hr. The reaction mixture was concentrated under reduced pressure and water was added. The reaction mixture was extracted with ethyl acetate, and the extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (5.37 g) as a colorless oil.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure and water
  2. additionwas added
  3. extractionThe reaction mixture was extracted with ethyl acetate
  4. washthe extract was washed with saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-a70e10c0f3ee43aea3dc2ac7e8b225fd
出典データセット
uspto-grants-2016_07
特許番号
US09382188B2

反応ノート

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