Hydrochloric Acid → Diphenyl carbonate

HRID 2210616Notes

Reaction equation

HRID 2210616 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 completed, 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. washto wash the mixture
  3. customthe organic phase was separated
  4. washSubsequently, after washing with 3.5 L of water
  5. customthe organic phase was separated
  6. custommethylene chloride phase was removed
  7. customto obtain crude diphenylcarbonate A, which
  8. distillationwas vacuum-distilled

Sources & evidence

ORD record
ord-076d2f2b09c34143a187544d7731523b
Source dataset
uspto-grants-1995_10
Patent number
US05459225

Reaction notes

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