Hydrochloric Acid → 5-Chloromethylfurfural

HRID 1388770Notes

Reaction equation

HRID 1388770 reaction equation
[OH:1][CH2:2][C:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11]O)[OH:10])O)O)=O.[ClH:13]>C1(C)C=CC=CC=1>[Cl:13][CH2:11][C:9]1[O:10][C:3]([CH:2]=[O:1])=[CH:5][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 5984D-(-)-Fructose

Product 1

HCID 741915-Chloromethylfurfural

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5-Chloromethyl furfural was prepared by reaction of fructose with concentrated hydrochloric acid in toluene in a well-stirred two-phase system. The reaction was conducted at 85° C. for 10 minutes. The product was recovered by decanting the organic layer and removing toluene under vacuum.

Workup

  1. customThe product was recovered
  2. customby decanting the organic layer
  3. customremoving toluene under vacuum

Sources & evidence

ORD record
ord-0baa075229dd40aa9b8125ce8aca8419
Source dataset
uspto-grants-1984_02
Patent number
US04433155

Reaction notes

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