Epichlorohydrin → HCID 66723969, compound

HRID 1964491Notes

Reaction equation

HRID 1964491 reaction equation
[CH2:1]([CH:3]1[O:5][CH2:4]1)[Cl:2].[O:6]([C:13]1[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][CH:14]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>CC(O)C>[O:6]([C:13]1[CH:14]=[CH:15][C:16]([N:17]([CH2:4][CH:3]([OH:5])[CH2:1][Cl:2])[CH2:4][CH:3]([OH:5])[CH2:1][Cl:2])=[CH:18][CH:19]=1)[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 7835EpichlorohydrinHCID 8764(4-Aminophenoxy)benzene

Product 1

HCID 66723969HCID 66723969, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
60 °C

Procedure

To a four-necked flask equipped with a thermometer, a cooling tube, and a stirrer were charged with 610.6 g (6.6 mol) of epichlorohydrin and 509.3 g of 2-propanol, and then the inside of the four-necked flask was purged with nitrogen. The temperature was raised to 60° C. and 203.7 g (1.1 mol) of a powder of 4-phenoxyaniline was added over three hours. Moreover, the temperature was raised to 80° C. and the reaction was continued at 80° C. for 18 hours under stirring to produce 4-phenoxy-N,N-bis(2-hydroxy-3-chloropropyl)aniline.

Workup

  1. customTo a four-necked flask equipped with a thermometer, a cooling tube, and a stirrer
  2. customthe inside of the four-necked flask was purged with nitrogen
  3. temperatureMoreover, the temperature was raised to 80° C.

Sources & evidence

ORD record
ord-6c005ef5bd7d4fd881eeba65f1e80656
Source dataset
uspto-grants-2013_04
Patent number
US08415490B2

Reaction notes

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