Ethanol → Ethyl 5-phenylsalicylate

HRID 2086523

반응식

HRID 2086523 반응식
[C:1]1([C:7]2[CH:15]=[C:11]([C:12]([OH:14])=[O:13])[C:10]([OH:16])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:17](O)[CH3:18].S(=O)(=O)(O)O.Cl.C(OCC)(=O)C>C1(C)C=CC=CC=1>[C:1]1([C:7]2[CH:15]=[C:11]([C:12]([O:14][CH2:17][CH3:18])=[O:13])[C:10]([OH:16])=[CH:9][CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

6

반응물 4

HCID 702EthanolHCID 1118Sulfuric AcidHCID 675844-Hydroxy[1,1'-biphenyl]-3-carboxylic acidHCID 21866389Hydrogen chloride-ethyl acetate

생성물 1

HCID 12265001Ethyl 5-phenylsalicylate수율 55%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To 18.58 g of 5-phenylsalicylic acid, 350 ml of ethanol, 100 ml of toluene and 42 ml of concentrated sulfuric acid were added. The mixture was heated under reflux for 14 hours. After it was confirmed with TLC that the starting materials were almost disappeared, the reaction liquid was poured into a mixed medium of diluted hydrochloric acid-ethyl acetate. The mixture was extracted, and the organic phase was collected and washed with saturated sodium chloride aqueous solution. After dried with magnesium sulfate, the liquid was concentrated to form a crude product. The product was recrystallized from ethanol to obtain 11.53 g of ethyl 5-phenylsalicylate in the form of colorless crystallites. The yield was 55%. The product was confirmed with NMR and mass spectroscopy.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 14 hours
  3. customthe reaction liquid
  4. extractionThe mixture was extracted
  5. customthe organic phase was collected
  6. washwashed with saturated sodium chloride aqueous solution
  7. dry with materialAfter dried with magnesium sulfate
  8. concentrationthe liquid was concentrated
  9. customto form a crude product
  10. customThe product was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-2a0a7cb5667b4c96b95dee350782476e
출처 데이터셋
uspto-grants-2004_04
특허 번호
US06726966B2

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