Water → Phenyl chloroformate

HRID 1609149Notes

Reaction equation

HRID 1609149 reaction equation
O.[C:2](Cl)([Cl:4])=[O:3].[C:6]1([OH:12])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[OH-].[Na+]>C(Cl)Cl>[Cl:4][C:2]([O:12][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:3]

Participants

6

Reactant 4

HCID 962Water2×HCID 996Phenol4×HCID 6371Phosgene3×HCID 14798Sodium Hydroxide

Product 1

HCID 15891Phenyl chloroformate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Phenyl chloroform ate was prepared in a stirred reactor at a temperature which was kept below 10° C. by cooling. 1320 ml of methylene chloride were provided in the reactor together with 150 ml of water. 7.4 g/minute of phosgene were dosed for 10 minutes. 70.5 g of phenol in 333 ml of methylene chloride were then dosed in the course of 35 minutes. During this dosing of phenol, 3.7 g/min. of phosgene were added. The pH was kept at a value of 2-4 by dosing with sodium hydroxide solution. During the dosing of phenol 30 ml of water were added four times to the reactor. After termination of the phenol dosing, the phosgene dosing was continued for another 3 minutes.

Workup

  1. customwas kept below 10° C.
  2. temperatureby cooling
  3. customwere then dosed in the course of 35 minutes

Sources & evidence

ORD record
ord-131efb02a816488ba5bf032f1e54aa76
Source dataset
uspto-grants-1995_03
Patent number
US05399657

Reaction notes

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