Sulfuric Acid → Chromic Acid

HRID 2118570노트

반응식

HRID 2118570 반응식
[O-2:1].[O-2:2].[O-2:3].[Cr+6:4].S(=O)(=O)(O)[OH:6].[CH:10]1([CH:16]([OH:19])[C:17]#[CH:18])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1>O.CC(C)=O>[Cr:4]([OH:6])([OH:3])(=[O:2])=[O:1].[CH:10]1([C:16](=[O:19])[C:17]#[CH:18])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

참가 물질

7

반응물 3

HCID 1118Sulfuric AcidHCID 199445alpha-EthynylcyclohexanemethanolHCID 10219390chromium (VI) trioxide

생성물 2

HCID 24425Chromic AcidHCID 103517531-Cyclohexyl-2-propyn-1-one

시약·촉매·용매 2

HCID 180Acetone용매HCID 962Water용매2회

실험 절차

A solution of chromic acid was prepared by dissolving 106.88 g chromium trioxide in 400 ml water and then adding 92 ml concentrated sulfuric acid. This solution was added in dropwise fashion over a 3 hour period to an ice cooled, stirred solution of 120 g 3-cyclohexyl-1-propyn-3-ol in 175 ml acetone. The resulting mixture was diluted with 500 ml water and the product was extracted into 1 liter of diethyl ether. The ether extract was washed with 250 ml saturated sodium bisulfite solution and was dried over sodium sulfate. The diethyl ether was removed by distillation under nitrogen atmosphere and the resulting residue was purified by Kugelrohr distillation (65° C., 0.1 mm Hg) to give 84.9 g of 3-cyclohexyl-1-propyn-3-one as an oil: MS m/z=136 (M+) Calcd. for C9H12O: C, 79.37; H, 8.88. Found: C, 79.24; H, 8.6.

후처리

  1. temperaturecooled
  2. extractionthe product was extracted into 1 liter of diethyl ether
  3. extractionThe ether extract
  4. washwas washed with 250 ml saturated sodium bisulfite solution
  5. dry with materialwas dried over sodium sulfate
  6. customThe diethyl ether was removed by distillation under nitrogen atmosphere
  7. distillationthe resulting residue was purified by Kugelrohr distillation (65° C., 0.1 mm Hg)

출처 및 근거

ORD 기록
ord-b1936fcafcfb45cfa9956941f442759a
출처 데이터셋
uspto-grants-1987_07
특허 번호
US04678805

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