Phosphorus trichloride → HCID 178521107, compound

HRID 2071422Notes

Reaction equation

HRID 2071422 reaction equation
[C-:1]1([C:6]2[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=2[C:8](O)=[O:9])[CH:5]=[CH:4][CH:3]=[CH:2]1.[CH-:15]1[CH:19]=[CH:18][CH:17]=[CH:16]1.[Fe+2:20].P(Cl)(Cl)[Cl:22]>N1C=CC=CC=1.C1C=CC=CC=1>[C-:1]1([C:6]2[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=2[C:8]([Cl:22])=[O:9])[CH:5]=[CH:4][CH:3]=[CH:2]1.[CH-:15]1[CH:19]=[CH:18][CH:17]=[CH:16]1.[Fe+2:20]

Participants

5

Reactant 2

HCID 24387Phosphorus trichlorideHCID 15473505HCID 15473505, compound

Product 1

HCID 178521107HCID 178521107, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 1049PyridineCatalystHCID 241BenzeneSolvent

Procedure

To a solution of o-ferrocenylbenzoic acid (1.75 g) and pyridine (3 drops) in 10 cm3 of dry benzene was slowly added 5 cm3 of phosphorous trichloride. The resulting mixture was then stirred for 3 hours at 60° to 70° C. After this time the solution was decanted off and the solvent removed under vacuum. The residue was twice more evaporated from dry benzene and then taken up in light petroleum (40° to 60° ). Removal of the solvent under vacuum afforded 1.54 g (83%) of o-ferrocenylbenzoyl chloride, a dark-red, viscous oil.

Workup

  1. customAfter this time the solution was decanted off
  2. customthe solvent removed under vacuum
  3. customThe residue was twice more evaporated from dry benzene
  4. customtaken up in light petroleum (40° to 60° )
  5. customRemoval of the solvent under vacuum

Sources & evidence

ORD record
ord-b6e521be667a4f96b7cfbd4f9e08956a
Source dataset
uspto-grants-1977_09
Patent number
US04046903

Reaction notes

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