Diethyl Carbonate → Carbonic acid, 1-chloroethyl ethyl ester

HRID 1074864Notes

Reaction equation

HRID 1074864 reaction equation
[CH2:1]([O:3][C:4](=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].[Cl:9]Cl>>[C:4](=[O:8])([O:5][CH:6]([Cl:9])[CH3:7])[O:3][CH2:1][CH3:2]

Participants

3

Procedure

Into the same flask as used in Example 1, 236.6 grams (2 moles) of pure diethylcarbonate were added, and then 2.6 moles of chlorine gas were introduced into the flask over a five hour period at a range of 50° C. to 52° C. under the irradiation of ultraviolet rays. When the reaction was completed, the unreacted diethylcarbonate was removed by subjecting it to fractional distillation to yield 131 grams of ethyl α-chloroethyl carbonate. B.P.: 160°-163° C.; Yield: 59.8% to the consumed diethylcarbonate. The data of the IR and the NMR were identified to be the same as those in Example 1.

Workup

  1. additionwere added
  2. customthe unreacted diethylcarbonate was removed
  3. distillationto fractional distillation

Sources & evidence

ORD record
ord-d6d5d279abf04afca3d2d5db5dc54884
Source dataset
uspto-grants-1983_07
Patent number
US04394233

Reaction notes

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