Potassium Hydroxide → 4-(Hydroxymethyl)-2-methoxybenzoic acid

HRID 1463838ノート

反応式

HRID 1463838 の反応式
Br[CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9]C)=[O:8])=[C:5]([O:13][CH3:14])[CH:4]=1.[OH-:15].[K+]>O>[OH:15][CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([OH:9])=[O:8])=[C:5]([O:13][CH3:14])[CH:4]=1

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 11288398Methyl 4-(bromomethyl)-2-methoxybenzoate

生成物 1

HCID 212548144-(Hydroxymethyl)-2-methoxybenzoic acid収率 93%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of methyl 4-bromomethyl-2-methoxybenzoate (25.0 g, 96.5 mmol), potassium hydroxide (10.83 g, 193 mmol) and water (400 mL) was refluxed with stirring for 2 hr. The reaction mixture was cooled, further basified to pH 14, and extracted three times with ethyl ether. The reaction solution was then acidified to pH 1 and extracted several times with ethyl acetate. The ethyl acetate layers were combined, dried (Na2SO4) and evaporated to yield 16.3 g (93%) of the title compound as an off white solid, m. pt 106-111°, whose purity was suitable for use without further purification. Additional purification is effected by recrystallization from ethyl acetate and hexane, m. pt, 112-115°.

後処理

  1. temperaturewas refluxed
  2. temperatureThe reaction mixture was cooled
  3. extractionextracted three times with ethyl ether
  4. extractionextracted several times with ethyl acetate
  5. dry with materialdried (Na2SO4)
  6. customevaporated

出典と根拠

ORDレコード
ord-ea02ecf1e9934490baa97a0a241f137e
出典データセット
uspto-grants-1994_04
特許番号
US05302601

反応ノート

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