Sulfuric Acid → Chromic Acid

HRID 703564

反応式

HRID 703564 の反応式
[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

参加物

7

反応物 3

HCID 1118Sulfuric AcidHCID 3166013-Cyclohexylprop-2-yn-1-olHCID 10219390chromium (VI) trioxide

生成物 2

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

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒2 回

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-3014595f5a67470dbda0ea4d23633b6a
出典データセット
uspto-grants-1991_01
特許番号
US04983627

関連ノート

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