Sodium Bicarbonate → HCID 22020936、化合物

HRID 1793310ノート

反応式

HRID 1793310 の反応式
Br[CH:2]([CH2:12][Br:13])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][C:6]=1[OH:11].C([O-])(O)=O.[Na+]>C(O)C>[Br:13][CH2:12][CH:2]1[O:11][C:6]2[CH:7]=[N:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3]1

参加物

4

反応物 2

HCID 516892Sodium BicarbonateHCID 220209444-(2,3-Dibromopropoxy)pyridin-3-ol

生成物 1

HCID 22020936HCID 22020936、化合物収率 67.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of intermediate (9) (0.0097 mol) in ethanol (50 ml) was stirred and refluxed overnight. NaHCO3 (0.0097 mol) was added and the resulting reaction mixture was stirred and refluxed overnight. The solvent was evaporated. The residue was washed with water and extracted with DCM. The organic layer was dried, filtered and the solvent was evaporated. The residue was purified by open column chromatography (eluent: hexane/ethyl acetate (3/2)). The pure fractions were collected and the solvent was evaporated, yielding 1.51 g of (±)-3-(bromomethyl)-2,3-dihydro-1,4-dioxino[2,3-c]pyridine (intermediate 10).

後処理

  1. temperaturerefluxed overnight
  2. customthe resulting reaction mixture
  3. temperaturerefluxed overnight
  4. customThe solvent was evaporated
  5. washThe residue was washed with water
  6. extractionextracted with DCM
  7. customThe organic layer was dried
  8. filtrationfiltered
  9. customthe solvent was evaporated
  10. customThe residue was purified by open column chromatography (eluent: hexane/ethyl acetate (3/2))
  11. customThe pure fractions were collected
  12. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-4a1d3a61ac65482faaad1b568ca78b0e
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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