Hydrochloric Acid → HCID 14012551, compound

HRID 652851Notes

Reaction equation

HRID 652851 reaction equation
Cl.N1C=CC=CC=1.Cl.[O:9]1[CH:13]=[CH:12][C:11]([C:14]([C:16]2[CH:21]=[CH:20][C:19]([O:22]C)=[C:18]([Cl:24])[C:17]=2[Cl:25])=[O:15])=[CH:10]1>N1C=CC=CC=1>[O:9]1[CH:13]=[CH:12][C:11]([C:14]([C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([Cl:24])[C:17]=2[Cl:25])=[O:15])=[CH:10]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10176127Pyridinium chlorideHCID 14012552HCID 14012552, compound

Product 1

HCID 14012551HCID 14012551, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
210 °C

Procedure

A molten bath of pyridine HCl is prepared by adding 16 ml of concentrated HCl (0.186 mole) to 14.2 g of pyridine and heating the mixture to 210° C. under nitrogen and allowing the H2O to distill out. The anisole (5.0 g) is added in portions and heating is continued for one hour and the solution poured over ice and extracted with ethyl acetate. Drying and evaporation gives 4-(3-furoyl)-2,3-dichlorophenol, mp 138°-142° C.

Workup

  1. distillationto distill out
  2. additionThe anisole (5.0 g) is added in portions
  3. temperatureheating
  4. additionthe solution poured over ice
  5. extractionextracted with ethyl acetate
  6. customDrying
  7. customevaporation

Sources & evidence

ORD record
ord-b43852bc68e64d1592182cd61759d752
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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