Carbon Dioxide → HCID 13417099, compound

HRID 1247929Notes

Reaction equation

HRID 1247929 reaction equation
[Na].Cl[C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1.C(=O)=O.[CH3:12][O:13][CH2:14][CH2:15][OH:16]>>[CH3:12][O:13][CH2:14][CH2:15][O:16][C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1

Participants

5

Reactant 4

HCID 280Carbon DioxideHCID 80192-MethoxyethanolHCID 122884-ChloropyridineHCID 5360545Sodium

Product 1

HCID 13417099HCID 13417099, compound

Conditions

Temperature
-15 °C

Procedure

To a solution of sodium (9.96 g) in 2-methoxyethanol (100 ml) was added dropwise 4-chloropyridine (42.7 g) under heating at 140° to 145° C. and stirring, which was continued for one hour at 135° C. after the addition. The mixture was cooled to -15° C. and dry ice (5.6 g) was added thereto. The mixture was warmed to 45° C. and then allowed to stand at room temperature. The resulting precipitates were removed by filtration and washed with diisopropyl ether. The filtrate and washings were combined and evaporated. The residual oil was distilled to give 4-(2-methoxyethoxy)pyridine (42.3 g), bp. 98° to 106° C. at 6 mmHg.

Workup

  1. temperatureunder heating at 140° to 145° C.
  2. additionafter the addition
  3. temperatureThe mixture was warmed to 45° C.
  4. customto stand at room temperature
  5. customThe resulting precipitates
  6. customwere removed by filtration
  7. washwashed with diisopropyl ether
  8. customevaporated
  9. distillationThe residual oil was distilled

Sources & evidence

ORD record
ord-6a10b63a6ce44b299d2a85882c94f4bb
Source dataset
uspto-grants-1985_06
Patent number
US04521413

Reaction notes

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