2-Methyl-2-(pent-4-yn-1-yl)propanedioicacid → 2-Methylhept-6-ynoic acid

HRID 1197364ノート

反応式

HRID 1197364 の反応式
[CH3:1][C:2]([CH2:9][CH2:10][CH2:11][C:12]#[CH:13])(C(O)=O)[C:3]([OH:5])=[O:4]>C(#N)C>[CH3:1][CH:2]([CH2:9][CH2:10][CH2:11][C:12]#[CH:13])[C:3]([OH:5])=[O:4]

参加物

3

反応物 1

HCID 193733782-Methyl-2-(pent-4-yn-1-yl)propanedioicacid

生成物 1

HCID 193732982-Methylhept-6-ynoic acid収率 83%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 2-methyl-2-(pent-4-ynyl)malonic acid (5.7 g) and cuprous oxide (0.22 g) in acetonitrile (150 ml) was heated to reflux, under a nitrogen atmosphere, for 4.25 hours. The solvent was removed under reduced pressure and water (50 ml) was added to the residue followed by sufficient concentrated hydrochloric acid to hydrolyse the copper salts. The resulting aqueous phase was extracted with diethyl ether and the organic extracts were washed with water and brine before drying over anhydrous magnesium sulphate and evaporation in vacuo. 2-Methylhept-6-ynoic acid (3.6 g) was obtained as a colourless oil after distillation (b.p. 150°-165°, 0.5 mm Hg).

後処理

  1. temperaturewas heated
  2. temperatureto reflux, under a nitrogen atmosphere, for 4.25 hours
  3. customThe solvent was removed under reduced pressure and water (50 ml)
  4. additionwas added to the residue
  5. extractionThe resulting aqueous phase was extracted with diethyl ether
  6. washthe organic extracts were washed with water and brine
  7. dry with materialbefore drying over anhydrous magnesium sulphate and evaporation in vacuo

出典と根拠

ORDレコード
ord-3e727cac35f640b383df5c84692b4630
出典データセット
uspto-grants-1992_05
特許番号
US05116862

反応ノート

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