Phosgene → 4-(2-Chloroethyl)phenyl methyl ether

HRID 1614428Notes

Reaction equation

HRID 1614428 reaction equation
[C:1]([Cl:4])(Cl)=O.C(P(=O)(CCCC)CCCC)CCC.[CH3:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27]CO)=[CH:23][CH:22]=1>>[CH3:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][CH2:1][Cl:4])=[CH:23][CH:22]=1

Participants

4

Reactant 3

HCID 6371Phosgene2×HCID 13138Tributylphosphine oxideHCID 697054-Methoxyphenethyl alcohol

Product 1

HCID 875134-(2-Chloroethyl)phenyl methyl ether

Procedure

11 g (0.11 mole) of phosgene were added to 4.4 g (0.02 mole) of tri-n-butylphosphine oxide during the course of 15 minutes at a temperature of 80° C. The temperature was then held at 90°-100° C. while 108 g (1.09 moles) of phosgene and 152 g (1.00 mole) of 2-(4-methoxyphenyl)ethanol were added over 1 hour. To complete the reaction, the mixture was kept at this temperature for another hour.

Workup

  1. additionwere added over 1 hour
  2. customthe reaction
  3. waitthe mixture was kept at this temperature for another hour

Sources & evidence

ORD record
ord-bea5523be6ed4c6ca915a4a3ae44edbf
Source dataset
uspto-grants-1993_03
Patent number
US05196611

Reaction notes

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