Ammonium Acetate → Methyl 2-(4-hydroxyphenyl)cyclopropanecarboxylate

HRID 1691523노트

반응식

HRID 1691523 반응식
C([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[CH2:13][CH:12]2[C:14]([O:16][CH3:17])=[O:15])=[CH:7][CH:6]=1)(=O)C.C([O-])(=O)C.[NH4+]>CO.O>[OH:4][C:5]1[CH:6]=[CH:7][C:8]([CH:11]2[CH2:13][CH:12]2[C:14]([O:16][CH3:17])=[O:15])=[CH:9][CH:10]=1

참가 물질

5

반응물 2

HCID 517165Ammonium AcetateHCID 59364054Methyl 2-[4-(acetyloxy)phenyl]cyclopropane-1-carboxylate

생성물 1

HCID 59364069Methyl 2-(4-hydroxyphenyl)cyclopropanecarboxylate수율 96%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

Methyl 2-[4-(acetyloxy)phenyl]cyclopropanecarboxylate (2.26 g, 9.65 mmol) was dissolved in a mixed solvent of methanol (80 mL) and water (20 mL), and ammonium acetate (5.95 g, 77.2 mmol) was added. The mixture was stirred at room temperature for 10 hr and further stirred at 60° C. for 8 hr. The reaction mixture was concentrated under reduced pressure, and the residue was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=5:95-40:60) to give the title compound (1.78 g, yield 96%) as colorless crystals.

후처리

  1. additionwas added
  2. stirringfurther stirred at 60° C. for 8 hr
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. extractionthe residue was extracted with ethyl acetate
  5. washThe extract was washed with saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (ethyl acetate:hexane=5:95-40:60)

출처 및 근거

ORD 기록
ord-673af29b4c074b67b40a7c6db9c941bc
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153694B2

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