Hydrochloric Acid → 4-(2,3-Dibromopropoxy)pyridin-3-ol

HRID 1793309노트

반응식

HRID 1793309 반응식
[Br:1][CH:2]([CH2:15][Br:16])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][C:6]=1[O:11]COC.Cl>C(O)C>[Br:1][CH:2]([CH2:15][Br:16])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][C:6]=1[OH:11]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 22020934HCID 22020934, 화합물

생성물 1

HCID 220209444-(2,3-Dibromopropoxy)pyridin-3-ol수율 55.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of intermediate (8) (0.0248 mol), HCl (35.42 ml)and ethanol (40 ml) was stirred at room temperature overnight. The reaction mixture was concentrated under vacuum. The concentrate was cooled on an ice-water bath. The mixture was neutralized with a saturated NaHCO3 solution and extracted with ethyl acetate. The organic layer was dried, filtered and evaporated till dryness. The residue was purified by open column chromatography (eluent: CH2Cl2; CH2Cl2/MeOH (98/2, 96/4 and 90/10)). The pure fractions were collected and the solvent was evaporated, yielding 4.27 g of (±)-4-(2,3-dibromopropoxy)-3-pyridinol (intermediate 9).

후처리

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. temperatureThe concentrate was cooled on an ice-water bath
  3. extractionextracted with ethyl acetate
  4. customThe organic layer was dried
  5. filtrationfiltered
  6. customevaporated till dryness
  7. customThe residue was purified by open column chromatography (eluent: CH2Cl2; CH2Cl2/MeOH (98/2, 96/4 and 90/10))
  8. customThe pure fractions were collected
  9. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-8fb04d6901e243ce83f9b846bd236967
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07081453B2

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