(+-)-4-Hydroxymandelic acid → Benzeneacetic acid, alpha,4-dihydroxy-, ethyl ester

HRID 1071777

反応式

HRID 1071777 の反応式
[OH:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]([OH:10])[C:7]([OH:9])=[O:8])=[CH:4][CH:3]=1.[C:13]1(C)C=CC(S(O)(=O)=O)=C[CH:14]=1.C([O-])(O)=O.[Na+]>C(O)C.O>[OH:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]([OH:10])[C:7]([O:9][CH2:13][CH3:14])=[O:8])=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 328(+-)-4-Hydroxymandelic acidHCID 6101p-Toluenesulfonic acidHCID 516892Sodium Bicarbonate

生成物 1

HCID 111357Benzeneacetic acid, alpha,4-dihydroxy-, ethyl ester収率 288%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

A mixture of 5 g of 4-hydroxymandelic acid and 1.28 g of p-toluenesulfonic acid in 200 ml of ethanol is heated at 50° C. for 4 hours. The mixture is poured into saturated aqueous NaHCO3 solution, and a white precipitate is formed. The mixture is diluted with water until the precipitate disintegrates, and then is extracted with diethyl ether. The organic phases are dried over sodium sulfate. Filtration and evaporation of the solvent give ethyl 4-hydroxymandelate (4.2 g, 82%) as a pale yellowish solid.

後処理

  1. customa white precipitate is formed
  2. extractionis extracted with diethyl ether
  3. dry with materialThe organic phases are dried over sodium sulfate
  4. filtrationFiltration and evaporation of the solvent

出典と根拠

ORDレコード
ord-483957f9c4454e988f199e2119f4489a
出典データセット
uspto-grants-2005_06
特許番号
US06906113B2

関連ノート

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