Ethanol → 4-Methoxy-gamma,gamma,3-trimethylbenzenebutanoic acid

HRID 1795576노트

반응식

HRID 1795576 반응식
C([O:3][C:4](=[O:19])[CH2:5][CH2:6][C:7]([C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([CH3:18])[CH:11]=1)([CH3:9])[CH3:8])C.C(O)C.[OH-].[K+]>O>[CH3:17][O:16][C:13]1[CH:14]=[CH:15][C:10]([C:7]([CH3:8])([CH3:9])[CH2:6][CH2:5][C:4]([OH:19])=[O:3])=[CH:11][C:12]=1[CH3:18]

참가 물질

5

반응물 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 21024370HCID 21024370, 화합물2회

생성물 1

HCID 222183274-Methoxy-gamma,gamma,3-trimethylbenzenebutanoic acid수율 97%

시약·촉매·용매 1

HCID 962Water용매

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온도
60 °C

실험 절차

To a solution of 4-(4-methoxy-3-methylphenyl)-4-methyl-pentanoic acid ethyl ester (Compound 4, 6.8 g, 25.8 mmol) and 20 mL of absolute ethyl alcohol was added aqueous 5 M KOH (6 mL). The resulting solution was heated in an 60° C. bath for 24 h. The solution was cooled to room temperature, diluted with water and washed once with 2:1 hexane:ethyl acetate solution, and the layers were separated. The aqueous layer was acidified with HCl 2 N to pH=0-1 and the product extracted three times with ethyl acetate. The combined organic extracts were washed with brine, and dried over MgSO4, and filtered. The solvent was removed to give 5.9 g (97%) of the title compound as a dark oil.

후처리

  1. temperatureThe solution was cooled to room temperature
  2. washwashed once with 2:1 hexane
  3. customethyl acetate solution, and the layers were separated
  4. extractionthe product extracted three times with ethyl acetate
  5. washThe combined organic extracts were washed with brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. customThe solvent was removed

출처 및 근거

ORD 기록
ord-45a67a93d7b145e98af080014b58e6fb
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07026487B2

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