Hydrochloric Acid → cis-Cinnamic acid

HRID 2376679ノート

反応式

HRID 2376679 の反応式
[C:1]1(/[CH:7]=[CH:8]\[C:9]([O:11]C)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Li+].Cl>O1CCCC1.O>[C:1]1(/[CH:7]=[CH:8]\[C:9]([OH:11])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 6428458Methyl cinnamate, (Z)-

生成物 1

HCID 5372954cis-Cinnamic acid収率 89.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
60 °C

実験手順

1.1 g of methyl (Z)-3-phenylacrylate are dissolved in a mixture of 30 ml of tetrahydrofuran and 10 ml of water, and 340 mg of lithium hydroxide are added. The mixture is stirred at 60° C. After four hours, the reaction mixture is acidified by adding one molar hydrochloric acid solution and extracted five times with 50 ml of ethyl acetate each time. The combined organic phases are dried over MgSO4 and then the solvent is removed in vacuo. 900 mg of (Z)-3-phenylacrylic acid are obtained as an oil.

後処理

  1. additionare added
  2. extractionextracted five times with 50 ml of ethyl acetate each time
  3. dry with materialThe combined organic phases are dried over MgSO4
  4. customthe solvent is removed in vacuo

出典と根拠

ORDレコード
ord-26e519e4e5314010adc0081b654de16b
出典データセット
uspto-grants-2008_12
特許番号
US07468369B2

反応ノート

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