Carbon Dioxide → Triphenylacetic acid

HRID 979443Notes

Reaction equation

HRID 979443 reaction equation
[Mg].II.[C:4]1([C:10]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)Cl)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[C:24](=[O:26])=[O:25].Cl>CCOCC>[C:4]1([C:10]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:24]([OH:26])=[O:25])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

7

Reactant 5

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 807IodineHCID 6456Trityl chlorideHCID 5462224Magnesium

Product 1

HCID 68992Triphenylacetic acid

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To 400 ml of ether were added 15 g of magnesium (flaked) and 3.2 g of iodine. 27.9 g of triphenylchloromethane was carefully added thereto and the mixture was refluxed by heating for 3 hours. To the reaction solution was gradually added a large excess of dry ice. The reaction solution was acidified with hydrochloric acid and then extracted with ethyl acetate. After distilling off the solvent, the crystals thus obtained were recrystallized from ethanol to obtain 16.5 g of triphenylacetic acid. The melting point was 258° to 260° C. (decomposed).

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureby heating for 3 hours
  3. extractionextracted with ethyl acetate
  4. distillationAfter distilling off the solvent
  5. customthe crystals thus obtained
  6. customwere recrystallized from ethanol

Sources & evidence

ORD record
ord-3e9f65a13b264ba1935cff409f47ec0d
Source dataset
uspto-grants-1987_05
Patent number
US04668615

Reaction notes

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