Potassium Carbonate → Propanidid

HRID 2108340

反応式

HRID 2108340 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 15004Propanidid収率 95%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-de3ae6ea0c2c4e8b81f91c4f3ae47a9c
出典データセット
uspto-grants-2009_04
特許番号
US07514425B2

関連ノート

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