Epichlorohydrin → HCID 66723969, compound

HRID 1964490Notes

Reaction equation

HRID 1964490 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>C(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 7835Epichlorohydrin2×HCID 8764(4-Aminophenoxy)benzene2×

Product 1

HCID 66723969HCID 66723969, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a four-necked flask equipped with a thermometer, a dropping funnel, a cooling tube, and a stirrer was charged with 610.6 g (6.6 mol) of epichlorohydrin, and then the inside of the four-necked flask was purged with nitrogen. In 1018.5 g of ethanol was dissolved 203.7 g (1.1 mol) of 4-phenoxyaniline powder. The temperature of the epichlorohydrin was raised to 70° C. and the ethanolic solution of 4-phenoxyaniline was dropped over 4 hours. Moreover, the reaction was continued at 70° C. for six 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 dropping funnel, a cooling tube, and a stirrer
  2. customthe inside of the four-necked flask was purged with nitrogen

Sources & evidence

ORD record
ord-5098a2eb932a45b38cc46dc10191723a
Source dataset
uspto-grants-2013_04
Patent number
US08415490B2

Reaction notes

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