Sulfuric Acid → 3-Iodo-4-cyclohexylphenylglyoxylic acid

HRID 26554

反応式

HRID 26554 の反応式
N[C:2]1[CH:3]=[C:4]([C:14](=[O:20])[C:15]([O:17]CC)=[O:16])[CH:5]=[CH:6][C:7]=1[CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.S(=O)(=O)(O)O.N([O-])=O.[Na+].[I-:30].[K+]>[Cu].O>[I:30][C:2]1[CH:3]=[C:4]([C:14](=[O:20])[C:15]([OH:17])=[O:16])[CH:5]=[CH:6][C:7]=1[CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1

参加物

7

反応物 4

HCID 1118Sulfuric Acid2 回HCID 4875Potassium IodideHCID 20515218Ethyl 3-amino-4-cyclohexylphenylglyoxylateHCID 23668193Sodium Nitrite

生成物 1

HCID 205151413-Iodo-4-cyclohexylphenylglyoxylic acid

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 962Water溶媒2 回

反応条件

温度
80 °C

実験手順

To 0.05 moles of ethyl 3-amino-4-cyclohexylphenylglyoxylate dissolved in a mixture of 50 g. of ice water and 0.06 moles of concentrated sulfuric acid at 0° C. is added a solution of 0.05 moles of 95% sodium nitrite in 8 ml. of water. Stirring is continued for 1/2 hour and then 1.5 ml. of concentrated sulfuric acid is added. This solution is poured into an ice cold solution of 0.06 moles of potassium iodide in 10 ml. of water. To this is added 0.075 g. copper bronze with stirring and the solution is warmed slowly on a water bath to about 80° C. for 2 hours. After cooling to room temperature the reaction mixture is extracted thrice with 15 ml. portions of chloroform. This is then washed with dilute thiosulfate solution, water, dried over sodium sulfate and evaporated in vacuo. The residue is crystallized to obtain 3-iodo-4-cyclohexylphenylglyoxylic acid.

後処理

  1. additionTo this is added 0.075 g
  2. temperatureAfter cooling to room temperature the reaction mixture
  3. extractionis extracted thrice with 15 ml
  4. washThis is then washed with dilute thiosulfate solution, water
  5. dry with materialdried over sodium sulfate
  6. customevaporated in vacuo
  7. customThe residue is crystallized

出典と根拠

ORDレコード
ord-01e0f7aedd4f4e6fb8170c38c42f0041
出典データセット
uspto-grants-1979_04
特許番号
US04150148

関連ノート

読み込み中…