Carbon Tetrachloride → 5-Chloromethylfurfural

HRID 2166835Notes

Reaction equation

HRID 2166835 reaction equation
[OH:1][CH2:2][C:3]1[O:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Cl)(Cl)(Cl)[Cl:30]>>[Cl:30][CH2:7][C:6]1[O:9][C:3]([CH:2]=[O:1])=[CH:4][CH:5]=1

Participants

4

Reactant 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 2373325-(Hydroxymethyl)furfural

Product 1

HCID 741915-Chloromethylfurfural

Procedure

A mixture of 5-hydroxymethylfurfuraldehyde (0.5 g, 4 mmol) and triphenylphosphine (1.3 g, 5 mmol) in dry carbon tetrachloride (3 ml) was heated at reflux for 30 min and then filtered to give an unstable 1 M solution of 5-chloromethylfurfuraldehyde.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 30 min
  3. filtrationfiltered

Sources & evidence

ORD record
ord-122b197f3a2b44d0ab3a21146c897447
Source dataset
uspto-grants-1983_06
Patent number
US04389410

Reaction notes

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