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Acetic Acid → 1-Cyclohexyl-3-(2-hydroxy-3-methylphenyl)-1,3-propanedione

HRID 1200180
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인쇄 미리보기

반응식

HRID 1200180 반응식
C1(C([O:9][C:10]2[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][C:11]=2[C:17](=[O:19])[CH3:18])=O)CCCCC1.[H-].[Na+].O.[C:23]([OH:26])(=O)[CH3:24]>O1CCCC1>[CH:24]1([C:23](=[O:26])[CH2:18][C:17]([C:11]2[CH:12]=[CH:13][CH:14]=[C:15]([CH3:16])[C:10]=2[OH:9])=[O:19])[CH2:14][CH2:15][CH2:10][CH2:11][CH2:12]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 962WaterHCID 24758Sodium hydrideHCID 146504262-Acetyl-6-methylphenyl cyclohexanecarboxylate

생성물 1

HCID 146504291-Cyclohexyl-3-(2-hydroxy-3-methylphenyl)-1,3-propanedione

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2-Acetyl-6-methylphenyl cyclohexanecarboxylate (5.2 g) was dissolved in anhydrous tetrahydrofuran (50 ml) and to the solution was added 60% sodium hydride (880 mg) by portions with stirring at room temperature. After stirring under reflux for 2 hours, the mixture was poured into cold water, acidified with acetic acid and then extracted with ethyl acetate. The extract was washed with water, dried (MgSO4) and then concentrated under reduced pressure to obtain the title compound (5.2 g) as crystals in a quantitative yield. The crystals were recrystallized from methanol to obtain the prisms, m.p. 42°-43° C.

후처리

  1. stirringAfter stirring
  2. temperatureunder reflux for 2 hours
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with water
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-dcf0059fd45f4dd299d5b84dd1354bd5
출처 데이터셋
uspto-grants-1990_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04904690

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