Ethyl Glycolate → Ethyl 2-pyrimidinyloxyacetate

HRID 1070517

반응식

HRID 1070517 반응식
[C:1]([O:5][CH2:6][CH3:7])(=[O:4])[CH2:2][OH:3].[H-].[Na+].Cl[C:11]1[N:16]=[CH:15][CH:14]=[CH:13][N:12]=1.[Cl-].[NH4+]>O1CCCC1>[N:12]1[CH:13]=[CH:14][CH:15]=[N:16][C:11]=1[O:3][CH2:2][C:1]([O:5][CH2:6][CH3:7])=[O:4]

참가 물질

6

반응물 4

HCID 12184Ethyl GlycolateHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 744042-Chloropyrimidine

생성물 1

HCID 22396258Ethyl 2-pyrimidinyloxyacetate수율 77.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

Ethyl glycolate (1.04 g) was dissolved in tetrahydrofuran (10 ml) and the solution was cooled to 0° C. Sodium hydride (60% suspension in oil, 0.43 g) was added and the suspension was stirred and then sonicated in an ultrasonic bath. 2-Chloropyrimidine (1.14 g) was added and the mixture was sonicated for a further 110 min. Ammonium chloride solution was added and the mixture was extracted thrice with ethyl acetate, the organic phases were washed with brine and dried, filtered and evaporated. The residue was purified by chromatography eluting with iso-hexane:ethyl acetate (13:7) to give the subtitle compound (1.40 g) as an oil.

후처리

  1. customsonicated in an ultrasonic bath
  2. customthe mixture was sonicated for a further 110 min
  3. extractionthe mixture was extracted thrice with ethyl acetate
  4. washthe organic phases were washed with brine
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue was purified by chromatography
  9. washeluting with iso-hexane:ethyl acetate (13:7)

출처 및 근거

ORD 기록
ord-7a6f9565a97145d29f1adc35a6d34fb6
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06903085B1

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