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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Ethyl bromopyruvate → 4-Thiazolecarboxylic acid, 2-propyl-, ethyl ester

HRID 471199
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HRID 471199 반응식
Br[CH2:2][C:3](=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5].[C:10](=[S:15])([NH2:14])[CH2:11][CH2:12][CH3:13]>C(O)C>[CH2:11]([C:10]1[S:15][CH:2]=[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[N:14]=1)[CH2:12][CH3:13]
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참가 물질

4

반응물 2

HCID 66144Ethyl bromopyruvateHCID 12454243Butanethioamide

생성물 1

HCID 2036314-Thiazolecarboxylic acid, 2-propyl-, ethyl ester

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Ethyl 3-bromo-2-oxopropanoate (6.32 mL) was added to a solution of butanethioamide (example 87, step a) (5.2 g) in ethanol (100 mL) and the resulting mixture heated at reflux overnight. The solvent was evaporated and the residue partitioned between ethyl acetate (100 mL) and saturated sodium hydrogen carbonate solution (100 mL). The layers were separated and the aqueous phase extracted with ethyl acetate (2×100 mL). The combined organic solutions were washed with brine (100 mL) dried over sodium sulphate, filtered and evaporated. Purification was by silica gel chromatography eluting with 10:1 isohexane:ethyl acetate. The fractions containing product were combined and evaporated to give the subtitled compound as a yellow oil. Yield 5.24 g.

후처리

  1. temperaturethe resulting mixture heated
  2. temperatureat reflux overnight
  3. customThe solvent was evaporated
  4. customthe residue partitioned between ethyl acetate (100 mL) and saturated sodium hydrogen carbonate solution (100 mL)
  5. customThe layers were separated
  6. extractionthe aqueous phase extracted with ethyl acetate (2×100 mL)
  7. washThe combined organic solutions were washed with brine (100 mL)
  8. dry with materialdried over sodium sulphate
  9. filtrationfiltered
  10. customevaporated
  11. customPurification
  12. washeluting with 10:1 isohexane
  13. additionThe fractions containing product
  14. customevaporated

출처 및 근거

ORD 기록
ord-897bfe11b5884f7ca1ae0d13d6f6486a
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08629271B2

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