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

HRID 1440451노트

반응식

HRID 1440451 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 949N,N-Dimethylaniline촉매

실험 절차

A mixture of ethyl 3-(2,6-dimethyl-3H-pyrimidin-4-on-5yl)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.

후처리

  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

출처 및 근거

ORD 기록
ord-fb0415ddffe3422eb16e8c9c48896a82
출처 데이터셋
uspto-grants-1996_03
특허 번호
US05498776

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