Hydrochloric Acid → Diphenyl carbonate

HRID 2226615Notes

Reaction equation

HRID 2226615 reaction equation
[OH-:1].[Na+].[C:3]1([OH:9])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(N([CH2:15][CH3:16])CC)C.[C:17](Cl)(Cl)=[O:18].Cl>C(Cl)Cl>[C:3]1([O:9][C:17](=[O:18])[O:1][C:16]2[CH:15]=[CH:5][CH:4]=[CH:3][CH:8]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 996PhenolHCID 6371PhosgeneHCID 8471TriethylamineHCID 14798Sodium Hydroxide

Product 1

HCID 7597Diphenyl carbonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 3,000 g of a 20% aqueous solution of sodium hydroxide (15 mol of sodium hydroxide) were added 1,000 g (10.6 mol) of phenol, 10.7 g (0.106 mol) of triethylamine, and 5 L (L=liter) of methylene chloride and 660 g (6.7 mol) of phosgene was blown into the mixture to react. When the reaction was over, 100 ml of 30% hydrochloric acid was added to wash the mixture, and the organic phase was separated. Subsequently, after washing with 3.5 L of water, the organic phase was separated, and methylene chloride phase was removed to obtain crude diphenylcarbonate A, which was vacuum-distilled to obtain Diphenylcarbonate A. The chlorine content in Diphenylcarbonate A derived from chloroformate group was 3,000 ppm.

Workup

  1. customto react
  2. additionwas added
  3. washto wash the mixture
  4. customthe organic phase was separated
  5. washSubsequently, after washing with 3.5 L of water
  6. customthe organic phase was separated
  7. custommethylene chloride phase was removed
  8. customto obtain crude diphenylcarbonate A, which
  9. distillationwas vacuum-distilled

Sources & evidence

ORD record
ord-68c34abe06034678bf2b6fadf4b50017
Source dataset
uspto-grants-1994_09
Patent number
US05349042

Reaction notes

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