Potassium Carbonate → Propanidid

HRID 1744418

반응식

HRID 1744418 반응식
[CH2:1]([O:4][C:5](=[O:16])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([O:14][CH3:15])[CH:8]=1)[CH2:2][CH3:3].C([O-])([O-])=O.[K+].[K+].Cl[CH2:24][C:25]([N:27]([CH2:30][CH3:31])[CH2:28][CH3:29])=[O:26]>CC(C)=O>[CH2:1]([O:4][C:5](=[O:16])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:24][C:25](=[O:26])[N:27]([CH2:30][CH3:31])[CH2:28][CH3:29])=[C:9]([O:14][CH3:15])[CH:8]=1)[CH2:2][CH3:3]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 16844Chloro-N,N-diethylacetamideHCID 104310Propyl 4-hydroxy-3-methoxyphenylacetate

생성물 1

HCID 15004Propanidid수율 95%

시약·촉매·용매 1

HCID 180Acetone용매

반응 조건

온도
60 °C

실험 절차

3-Methoxy-4-hydroxyphenylacetic acid propyl ester (15-A) was dissolved in acetone. To the solution, 2 equivalents of K2CO3 were added, followed by 1.2 equivalent of 2-chloro-N,N-diethylacetamide. Under vigorous stirring, the suspension was warmed to reflux (60° C.) for ˜15 hours. After cooling to room temperature the reaction mixture was filtered and the remaining solvent removed under reduced pressure, giving a 95% yield of a dark yellow oil. The oily product was purified by silica column chromatography to produce the title compound.

후처리

  1. temperatureUnder vigorous stirring, the suspension was warmed
  2. temperatureAfter cooling to room temperature the reaction mixture
  3. filtrationwas filtered
  4. customthe remaining solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-296807fbf9754020af7fdf2fba2855a7
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07015346B2

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