Sulfuric Acid → Ethyl (4-chlorophenyl)(hydroxy)acetate

HRID 1192369

반응식

HRID 1192369 반응식
[Cl: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.OS(O)(=O)=O.[C:18]1(C)C=CC=C[CH:19]=1>CCO>[CH2:18]([O:8][C:7](=[O:9])[CH:6]([C:5]1[CH:11]=[CH:12][C:2]([Cl:1])=[CH:3][CH:4]=1)[OH:10])[CH3:19]

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 1140TolueneHCID 102994-Chloromandelic acid

생성물 1

HCID 12373588Ethyl (4-chlorophenyl)(hydroxy)acetate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 4-chloromandelic acid (12.3 g, 65.9 mmol) in toluene (50 mL), EtOH (16 mL), and concentrated H2SO4 (0.1 mL) was refluxed for 12 hours while removing water using a Dean-Stark trap. The mixture was concentrated in vacuo, diluted with DCM, and washed with dilute aqueous NaHCO3. The separated DCM layer was dried (MgSO4), filtered, and concentrated in vacuo to give (4-chlorophenyl)-hydroxy-acetic acid ethyl ester as a colorless oil (10.0 g) that crystallized upon standing.

후처리

  1. customwhile removing water using a Dean-Stark trap
  2. concentrationThe mixture was concentrated in vacuo
  3. additiondiluted with DCM
  4. washwashed with dilute aqueous NaHCO3
  5. dry with materialThe separated DCM layer was dried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-99f0d12bafec4c3f8ceb948efc975416
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08680114B2

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