3,7-Dimethyl-2,6-octadienol → HCID 54555151, 화합물

HRID 372675노트

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HRID 372675 반응식
[CH3:1][C:2]([CH2:6][CH2:7][CH:8]=[C:9]([CH3:11])[CH3:10])=[CH:3][CH2:4][OH:5].[Na].Cl[C:14]1[NH:19][C:18](=[O:20])[C:17]([F:21])=[CH:16][N:15]=1>C1(C)C=CC=CC=1>[CH3:1][C:2]([CH2:6][CH2:7][CH:8]=[C:9]([CH3:11])[CH3:10])=[CH:3][CH2:4][O:5][C:14]1[NH:19][C:18](=[O:20])[C:17]([F:21])=[CH:16][N:15]=1

참가 물질

5

반응물 3

HCID 44583,7-Dimethyl-2,6-octadienolHCID 2553942-Chloro-5-fluoropyrimidin-4-olHCID 5360545Sodium2회

생성물 1

HCID 54555151HCID 54555151, 화합물수율 61%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

23.1 g of 3,7-dimethyl-2,6-octadien-1-ol and 3.4 g of metal sodium are added to 200 ml of absolute toluene, and the mixture is stirred at 40° to 50° C until the metal sodium has been completely dissolved. Subsequently 7.4 g of 2-chloro-5-fluoropyrimidin-4-one is added to the solution, and the mixture is refluxed for 8 hours. The solvent is distilled off from the resulting reaction mixture, 30 ml of water is added to the residue and the pH of the mixture is adjusted to 4-5 with dilute hydrochloric acid. The resulting mixture is extracted with 200 ml of chloroform and the extract is concentrated. Purification of the residue by silica gel column chromatography gives 8.3 g of slightly yellow oily 2-(3,7-dimethyl-2,6-octadien-1-oxy)-5-fluoropyrimidin-4-one in a yield of 61.0%.

후처리

  1. dissolutionhas been completely dissolved
  2. temperaturethe mixture is refluxed for 8 hours
  3. distillationThe solvent is distilled off from the resulting reaction mixture, 30 ml of water
  4. additionis added to the residue
  5. extractionThe resulting mixture is extracted with 200 ml of chloroform
  6. concentrationthe extract is concentrated
  7. customPurification of the residue by silica gel column chromatography

출처 및 근거

ORD 기록
ord-4c7590f9682f430995914ed350420936
출처 데이터셋
uspto-grants-1978_05
특허 번호
US04092313

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