3,7-Dimethyl-2,6-octadienol → HCID 54555151、化合物

HRID 372675ノート

反応式

HRID 372675 の反応式
[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

参加物

5

反応物 3

HCID 44583,7-Dimethyl-2,6-octadienolHCID 2553942-Chloro-5-fluoropyrimidin-4-olHCID 5360545Sodium2 回

生成物 1

HCID 54555151HCID 54555151、化合物収率 61%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-4c7590f9682f430995914ed350420936
出典データセット
uspto-grants-1978_05
特許番号
US04092313

反応ノート

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