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

HRID 1793309ノート

反応式

HRID 1793309 の反応式
[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]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 22020934HCID 22020934、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-8fb04d6901e243ce83f9b846bd236967
出典データセット
uspto-grants-2006_07
特許番号
US07081453B2

反応ノート

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