Phosphorus oxychloride → Ethyl 3-(4-Chloro-2,6-dimethylpyrimidin-5-yl)propionate

HRID 1886060ノート

反応式

HRID 1886060 の反応式
[CH3:1][C:2]1[NH:7][C:6](=O)[C:5]([CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:4]([CH3:16])[N:3]=1.P(Cl)(Cl)([Cl:19])=O>CN(C)C1C=CC=CC=1>[Cl:19][C:6]1[C:5]([CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:4]([CH3:16])[N:3]=[C:2]([CH3:1])[N:7]=1

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 1359679873-(4-Hydroxy-2,6-dimethyl-pyrimidin-5-yl)-propionic acid ethyl ester

生成物 1

HCID 14916837Ethyl 3-(4-Chloro-2,6-dimethylpyrimidin-5-yl)propionate収率 72%

試薬・触媒・溶媒 1

HCID 949N,N-Dimethylaniline触媒

実験手順

A mixture of ethyl 3-(2,6-dimethyl-3H-pyrimidin-4-on-5-yl)propionate (3.87 g, 0.017 mol), phosphorus oxychloride (40 mL), and N,N-dimethylaniline (10 drops) was heated under reflux for 2 h. The mixture was concentrated, cooled, and ice water was added. Solid KOH was added to bring the pH to 6 and the mixture was extracted with ether. The extracts were dried (MgSO4) and concentrated to give 2.95 g (72%) of product as a brown oil.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 2 h
  3. concentrationThe mixture was concentrated
  4. temperaturecooled
  5. additionice water was added
  6. additionSolid KOH was added
  7. extractionthe mixture was extracted with ether
  8. dry with materialThe extracts were dried (MgSO4)
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-71bd02bd9bb64052b97b155d23f72207
出典データセット
uspto-grants-1992_09
特許番号
US05149699

反応ノート

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