Hydrochloric Acid → HCID 86737997, compound

HRID 1577509Notes

Reaction equation

HRID 1577509 reaction equation
[C:1]1([C:7]2[CH:11]=[CH:10][O:9][C:8]=2[C:12]([O:14][CH3:15])=[O:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C=O.Cl.[CH:19](Cl)(Cl)[Cl:20]>[Cl-].[Na+].O.[Cl-].[Zn+2].[Cl-]>[Cl:20][CH2:19][C:10]1[O:9][C:8]([C:12]([O:14][CH3:15])=[O:13])=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:11]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 6212ChloroformHCID 54104529HCID 54104529, compound

Product 1

HCID 86737997HCID 86737997, compound

Reagents, catalysts & solvents 2

HCID 3007855ZincchlorideCatalystHCID 57417360Sodium chloride; waterSolvent

Procedure

A mixture of 3-phenyl-2-furancarboxylic acid, methyl ester (4 g), paraformaldehyde (0.87 g) and zinc chloride (0.74 g) in chloroform (5 ml) was treated with hydrogen chloride gas for 21/2 hours. The mixture was poured onto saturated brine (100 ml) and extracted with chloroform (100 ml). The chloroform extracts were dried over sodium sulphate and the solvent evaporated in vacuo. The residue was distilled (Kugelrohr) affording the title compound (3.1 g) as an oil, b.p. 130°-140° C./10-1 mmHg.

Workup

  1. extractionextracted with chloroform (100 ml)
  2. dry with materialThe chloroform extracts were dried over sodium sulphate
  3. customthe solvent evaporated in vacuo
  4. distillationThe residue was distilled (Kugelrohr)

Sources & evidence

ORD record
ord-ba24e4c273054bb38c014ae6742a9538
Source dataset
uspto-grants-1981_09
Patent number
US04288443

Reaction notes

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