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

HRID 1071777

반응식

HRID 1071777 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

반응 조건

온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-483957f9c4454e988f199e2119f4489a
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06906113B2

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