Sulfuric Acid → 3-Iodo-4-cyclohexylphenylglyoxylic acid

HRID 426798

반응식

HRID 426798 반응식
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

참가 물질

7

반응물 4

HCID 1118Sulfuric Acid2회HCID 4875Potassium IodideHCID 20515218Ethyl 3-amino-4-cyclohexylphenylglyoxylateHCID 23668193Sodium Nitrite

생성물 1

HCID 205151413-Iodo-4-cyclohexylphenylglyoxylic acid

시약·촉매·용매 2

HCID 23978Copper촉매HCID 962Water용매2회

반응 조건

온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-703f50e8b18648e79eef3e637f6560d0
출처 데이터셋
uspto-grants-1979_10
특허 번호
US04171373

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