10-Hydroxydec-6-yn-2-one → HCID 12893740、化合物

HRID 1106289ノート

反応式

HRID 1106289 の反応式
[O:1]=[C:2]([CH3:12])[CH2:3][CH2:4][CH2:5][C:6]#[C:7][CH2:8][CH2:9][CH2:10][OH:11].CC(C)=[O:15].OS(O)(=O)=O.O=[Cr](=O)=O>CC(C)=O>[O:1]=[C:2]([CH3:12])[CH2:3][CH2:4][CH2:5][C:6]#[C:7][CH2:8][CH2:9][C:10]([OH:15])=[O:11]

参加物

4

反応物 2

HCID 1289373910-Hydroxydec-6-yn-2-oneHCID 131709961Jones' reagent

生成物 1

HCID 12893740HCID 12893740、化合物

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
0 °C

実験手順

20 Grams of 9-oxodec-4-yn-1-ol of Example 16 is dissolved in 200 ml of acetone and cooled to 0° C. The cold solution is stirred and treated dropwise with 90 ml of 2.67 molar Jones reagent (chromic acid in sulfuric acid and water). The acetone solution is decanted from the solid chromium salts, which are then rinsed with fresh acetone. The acetone solutions are combined and poured into a mixture of ether and water. The ether layer is separated from the water, washed once with water, and then extracted three times with 5% potassium carbonate solution. The alkaline extracts are combined, acidified with concentrated hydrochloric acid and extracted twice with ether and once with ethyl acetate. The extracts are combined, dried over sodium sulfate, and stripped of solvent to give the pure title product.

後処理

  1. customThe acetone solution is decanted from the solid chromium salts, which
  2. washare then rinsed with fresh acetone
  3. additionpoured into a mixture of ether and water
  4. customThe ether layer is separated from the water
  5. washwashed once with water
  6. extractionextracted three times with 5% potassium carbonate solution
  7. extractionextracted twice with ether and once with ethyl acetate
  8. dry with materialdried over sodium sulfate

出典と根拠

ORDレコード
ord-22004408a0b049afad19c292a9b8cb40
出典データセット
uspto-grants-1982_01
特許番号
US04312994

反応ノート

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