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Sodium Bicarbonate → Ethyl (2-propyl-1,3-thiazol-5-yl)acetate

HRID 972835
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HRID 972835 반응식
Br[CH:2]([CH2:8][CH:9]=O)[C:3]([O:5][CH2:6][CH3:7])=[O:4].[C:11]([NH2:16])(=[S:15])[CH2:12][CH2:13][CH3:14].C(=O)(O)[O-].[Na+]>ClC(Cl)C>[CH2:12]([C:11]1[S:15][C:8]([CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4])=[CH:9][N:16]=1)[CH2:13][CH3:14]
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참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 12454243ButanethioamideHCID 18668033Ethyl 2-bromo-4-oxo-butyrate

생성물 1

HCID 54320013Ethyl (2-propyl-1,3-thiazol-5-yl)acetate수율 73.3%

시약·촉매·용매 1

HCID 63651,1-Dichloroethane용매

실험 절차

A mixture of 20.6 g of ethyl 2-bromo-4-oxo-butyrate, 10.9 g of thiobutyramide and 400 ml of dichloroethane was refluxed under a nitrogen atmosphere which recycling the dehydrated condensate. The mixture was cooled and then mixed with 45 ml of a saturated sodium bicarbonate aqueous solution. The mixture was decanted and the organic phase was dried and evaporated to dryness. The liquid residue was chromatographed over silica gel and elution with a 8-2 cyclohexane-benzene mixture yielded 15.4 g of ethyl 2-propyl-5-thiazole-acetate. The IR spectrum in CHCl3 showed an ester carbonyl at 1737cm-1 and C=C at 1536cm-1

후처리

  1. temperaturewas refluxed under a nitrogen atmosphere which
  2. temperatureThe mixture was cooled
  3. customThe mixture was decanted
  4. customthe organic phase was dried
  5. customevaporated to dryness
  6. customThe liquid residue was chromatographed over silica gel and elution with a 8-2 cyclohexane-benzene mixture

출처 및 근거

ORD 기록
ord-7972fdc278954c5f9728ea362ee147ab
출처 데이터셋
uspto-grants-1977_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04053618

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