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

HRID 1463838노트

반응식

HRID 1463838 반응식
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

참가 물질

4

반응물 2

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

생성물 1

HCID 212548144-(Hydroxymethyl)-2-methoxybenzoic acid수율 93%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-ea02ecf1e9934490baa97a0a241f137e
출처 데이터셋
uspto-grants-1994_04
특허 번호
US05302601

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