1,3-Cyclohexanedione → Benzoyl chloride, 2-chloro-4-(methylsulfonyl)-

HRID 324719

반응식

HRID 324719 반응식
[Cl:1][C:2]1[CH:17]=[C:16]([S:18]([CH3:21])(=[O:20])=[O:19])[CH:15]=[CH:14][C:3]=1[C:4](C1C(=O)CCCC1=O)=[O:5].[Cl:22]C1C=C(S(C)(=O)=O)C=CC=1C(O)=O.S(Cl)(Cl)=O.C1(=O)CCCC(=O)C1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C.N1C=NC=N1>[Cl:1][C:2]1[CH:17]=[C:16]([S:18]([CH3:21])(=[O:20])=[O:19])[CH:15]=[CH:14][C:3]=1[C:4]([Cl:22])=[O:5]

참가 물질

8

반응물 5

HCID 104341,3-CyclohexanedioneHCID 11430Potassium CarbonateHCID 24386Thionyl ChlorideHCID 91760SulcotrioneHCID 7358632-Chloro-4-(methylsulfonyl)benzoic acid

생성물 1

HCID 11128804Benzoyl chloride, 2-chloro-4-(methylsulfonyl)-수율 83.6%

시약·촉매·용매 2

HCID 92571H-1,2,4-Triazole촉매HCID 6342Acetonitrile용매2회

실험 절차

2-(2-Chloro-4-methanesulphonylbenzoyl)-1,3-cyclohexanedione from the acid chloride. 2-Chloro-4-methanesulphonylbenzoyl chloride (5 g) was prepared by the reaction of 2-chloro-4-methanesulphonylbenzoic acid with thionyl chloride. The acid chloride was dissolved in acetonitrile (40 ml). A mixture of 1,3-cyclohexanedione (2.24 g), potassium carbonate (6.9 g) and acetonitrile (40 ml) was stirred at room temperature for 4 hours. To this solution was added the acid chloride solution over 10 min and allowed to stir 1 hour. 1,2,4-Triazole (0.07 g) was then added and the mixture allowed to stir 16 hours at room temperature. The solvent was removed and the residue was dissolved in water and acidified. The product was extracted into dichloromethane and the solvent was dried then evaporated to give the desired product in 83.6% yield.

후처리

  1. stirringto stir 1 hour
  2. stirringto stir 16 hours at room temperature
  3. customThe solvent was removed
  4. dissolutionthe residue was dissolved in water
  5. extractionThe product was extracted into dichloromethane
  6. customthe solvent was dried
  7. customthen evaporated

출처 및 근거

ORD 기록
ord-4c98c7e96af84206acf08bce6722fb9e
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06218579B1

연결된 노트

불러오는 중…