Sodium Hydroxide → 4-[3-(1H-imidazol-1-yl)-2-[[(4-methoxyphenyl)methoxy]methyl]-1E-propenyl]benzoic acid

HRID 1904406노트

반응식

HRID 1904406 반응식
[N:1]1([CH2:6]/[C:7](/[CH2:20][O:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)=[CH:8]\[C:9]2[CH:19]=[CH:18][C:12]([C:13]([O:15]CC)=[O:14])=[CH:11][CH:10]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[OH-].[Na+]>C(O)C>[N:1]1([CH2:6]/[C:7](/[CH2:20][O:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)=[CH:8]\[C:9]2[CH:10]=[CH:11][C:12]([C:13]([OH:15])=[O:14])=[CH:18][CH:19]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 14459369HCID 14459369, 화합물

생성물 1

HCID 144593714-[3-(1H-imidazol-1-yl)-2-[[(4-methoxyphenyl)methoxy]methyl]-1E-propenyl]benzoic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution containing ethyl 4-[3-(1H-imidazol-1-yl)-2-[[(4-methoxyphenyl)methoxy]methyl]-1E-propenyl]benzoate (prepared as in Example 1; 0.7 g, 0.0017 mol) in ethanol (10 ml) was treated with aqueous sodium hydroxide (3.5 ml of 1M). The resulting mixture was stirred at room temperature for 5 hours after which time the solvent was evaporated off under reduced pressure and the resulting residue was dissolved in water (100 ml) and washed with ethyl acetate. The aqueous solution was acidified to pH 6.5 with hydrochloric acid and extracted with ethyl acetate (3×150 ml). The extracts were combined, dried over sodium sulfate, and the solvent was evaporated off under reduced pressure to yield a crude product. The crude product was recrystallised from dichloromethane-pentane to yield 4-[3-(1H-imidazol-1-yl)-2-[[(4-methoxyphenyl)methoxy]methyl]-1E-propenyl]benzoic acid as a colourless, crystalline solid, having a melting point of 120°-122° C. and the following structural characteristics:

후처리

  1. customwas evaporated off under reduced pressure
  2. dissolutionthe resulting residue was dissolved in water (100 ml)
  3. washwashed with ethyl acetate
  4. extractionextracted with ethyl acetate (3×150 ml)
  5. dry with materialdried over sodium sulfate
  6. customthe solvent was evaporated off under reduced pressure
  7. customto yield a crude product
  8. customThe crude product was recrystallised from dichloromethane-pentane

출처 및 근거

ORD 기록
ord-80addfabf2ad4a91a524107bfb73cff0
출처 데이터셋
uspto-grants-1989_06
특허 번호
US04837333

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