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Methyl triflate → 3-Methoxy-2-propionyl-pent-2-enoic acid methyl ester

HRID 1011862
ノート
印刷プレビュー

反応式

HRID 1011862 の反応式
[CH3:1][O:2][C:3](=[O:13])[CH:4]([C:9](=[O:12])[CH2:10][CH3:11])[C:5](=[O:8])[CH2:6][CH3:7].[C:14](=O)([O-])[O-].[Cs+].[Cs+].FC(F)(F)S(OC)(=O)=O>CC#N>[CH3:1][O:2][C:3](=[O:13])[C:4]([C:5](=[O:8])[CH2:6][CH3:7])=[C:9]([O:12][CH3:14])[CH2:10][CH3:11]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 9526Methyl triflateHCID 10796Cesium carbonateHCID 21837307Methyl 3-oxo-2-propionylpentanoate

生成物 1

HCID 866265863-Methoxy-2-propionyl-pent-2-enoic acid methyl ester収率 97.4%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
2 °C

実験手順

7.50 g (40.3 mmol) of 3-oxo-2-propionyl-pentanoic acid methyl ester were dissolved in 40 ml of MeCN and the mixture cooled to 2° C. While stirring, 13.26 g (40.3 mmol) of caesium carbonate were added in small portions and the reaction then warmed up to RT. 6.86 g=4.73 ml (40.3 mmol) of methyl trifluoromethanesulfonate were then added drop by drop between 22 and 25° C. After 90 min, the reaction mixture was poured into crashed ice and extracted twice with Et2O; the organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated to give 7.86 g of crude compound as yellow oil.

後処理

  1. customthe reaction
  2. temperaturethen warmed up to RT
  3. additionthe reaction mixture was poured
  4. extractionextracted twice with Et2O
  5. washthe organic phases were washed with water
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-332e308474d54c839d28b17135709015
出典データセット
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07977358B2

反応ノート

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