Hydrochloric Acid → 3-Difluoromethoxy-2-(o-tolyl)acrylic acid methyl ester

HRID 726850ノート

反応式

HRID 726850 の反応式
[Na].[CH3:2][O:3][C:4](=[O:15])[C:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH3:14])=[CH:6][OH:7].C1OCCOCCOCCOCCOC1.Cl[CH:32]([F:34])[F:33].[OH-].[Na+].Cl>CN1CCCC1=O.O>[CH3:2][O:3][C:4](=[O:15])[C:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH3:14])=[CH:6][O:7][CH:32]([F:34])[F:33]

参加物

9

反応物 6

HCID 313Hydrochloric AcidHCID 6372ChlorodifluoromethaneHCID 14798Sodium HydroxideHCID 3633615-Crown-5HCID 5360545SodiumHCID 67027340Methyl 2-(2-methyl phenyl)-3-hydroxy-2-propenoate

生成物 1

HCID 538491443-Difluoromethoxy-2-(o-tolyl)acrylic acid methyl ester

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
5 °C

実験手順

Preparation of ##STR8## 7.76 g of the sodium salt of 3-hydroxy-2-(o-tolyl)-acrylic acid methyl ester and 0.3 g of 15-crown-5 in 160 ml of N-methyl-2-pyrrolidone (NMP) are cooled to 5° C. with stirring. Chlorodifluoromethane is then passed in while simultaneously adding dropwise a solution of 8.5 g of sodium hydroxide in 9.3 ml of water and the reaction mixture is left to react with vigorous stirring at 5°-8° C. for 2 hours. 82 ml of 2N hydrochloric acid are then added dropwise at 0°-8° C. and the phases are separated. The aqueous phase is extracted exhaustively with ethyl acetate and the combined organic phases are washed with a saturated sodium chloride solution. After drying over sodium sulfate, the residue is filtered and concentrated to dryness by evaporation in vacuo. 3-difluoromethoxy-2-(o-tolyl)acrylic acid methyl ester is obtained in the form of a pale yellow oil.

後処理

  1. waitthe reaction mixture is left
  2. customto react
  3. stirringwith vigorous stirring at 5°-8° C. for 2 hours
  4. customthe phases are separated
  5. extractionThe aqueous phase is extracted exhaustively with ethyl acetate
  6. washthe combined organic phases are washed with a saturated sodium chloride solution
  7. dry with materialAfter drying over sodium sulfate
  8. filtrationthe residue is filtered
  9. concentrationconcentrated to dryness by evaporation in vacuo

出典と根拠

ORDレコード
ord-99071d58d85a48c1917e9a38df6e2781
出典データセット
uspto-grants-1998_01
特許番号
US05710314

反応ノート

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