18-Crown-6 → Phenyl Fluoroformate

HRID 64988Notes

Reaction equation

HRID 64988 reaction equation
[C:1](=O)([O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[O:2]C(Cl)C.[F-:14].[K+].C1OCCOCCOCCOCCOCCOC1>>[F:14][C:1]([O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:2]

Participants

4

Reactant 3

HCID 2855718-Crown-6HCID 522689Potassium FluorideHCID 135570931-Chloroethyl phenyl carbonate

Product 1

HCID 11815898Phenyl FluoroformateYield 70%

Conditions

Temperature
75 °C

Procedure

A mixture of 11.6 g (0.058 mole) of freshly distilled 1-chloroethyl phenyl carbonate, 4.60 g (0.079 mole) of anhydrous KF (Aldrich), 0.80 g (0.003 mole) of 18-crown-6 ether (Aldrich) is prepared. The mixture is stirred and heated by means of an oil bath at 75° C. at a pressure of about 2.7 kPa. The reaction is allowed to proceed for 90 minutes during which the phenyl fluoroformate which is formed continuously evaporates and is removed by fractional distillation.

Workup

  1. customis prepared

Sources & evidence

ORD record
ord-64b3dbc8e15c4defa3c41c765ba09d00
Source dataset
uspto-grants-1986_09
Patent number
US04612143

Reaction notes

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