Sulfuric Acid → Chromic Acid

HRID 703564

반응식

HRID 703564 반응식
[O-2:1].[O-2:2].[O-2:3].[Cr+6:4].S(=O)(=O)(O)[OH:6].[CH:10]1([C:16]#[C:17][CH2:18]O)[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:1])[C:17]#[CH:18])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

참가 물질

7

반응물 3

HCID 1118Sulfuric AcidHCID 3166013-Cyclohexylprop-2-yn-1-olHCID 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 hr. period to an ice cooled, stirred solution of 120 g 3 cyclohexyl-1-propyn-3-ol, prepared as shown in Preparation 1, 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-cyclohexylprop-1-yn-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 60.

후처리

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

출처 및 근거

ORD 기록
ord-3014595f5a67470dbda0ea4d23633b6a
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04983627

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