Benzene → HCID 19994130, compound

HRID 2249239Notes

Reaction equation

HRID 2249239 reaction equation
[CH3:1][CH:2]([OH:9])[CH2:3][NH:4][CH2:5][CH:6]([OH:8])[CH3:7].C1C=CC=CC=1.[C:16]1([CH3:26])[CH:21]=C[C:19](S(O)(=O)=O)=[CH:18][CH:17]=1>O.C(C(C)=O)C(C)C>[CH3:19][C:18]1([CH2:17][CH:16]([CH3:26])[CH3:21])[N:4]([CH2:5][CH:6]([OH:8])[CH3:7])[CH2:3][CH:2]([CH3:1])[O:9]1

Participants

6

Reactant 3

HCID 241BenzeneHCID 6101p-Toluenesulfonic acidHCID 8086Diisopropanolamine

Product 1

HCID 19994130HCID 19994130, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 7909Methyl Isobutyl KetoneSolvent

Procedure

A reaction vessel equipped with a thermometer, a stirrer and a condenser having a water separator was charged with 133 g of diisopropanolamine, 100 g of benzene, 120 g of methyl isobutyl ketone and p-toluenesulfonic acid. The content was heated to reflux and reacted for another 5 hours with removing water. Benzene was removed under a reduced pressure and then distilled at 75° to 79° C./1 mmHg to obtain 152 g of 2-methyl-2-isobutyl-3-(2-hydroxypropyl)-5-methyloxazolidine.

Workup

  1. customA reaction vessel equipped with a thermometer, a stirrer and a condenser
  2. temperatureThe content was heated
  3. temperatureto reflux
  4. customBenzene was removed under a reduced pressure
  5. distillationdistilled at 75° to 79° C./1 mmHg

Sources & evidence

ORD record
ord-59c294c814694228b784fa5d3f1fcf34
Source dataset
uspto-grants-1991_08
Patent number
US05043452

Reaction notes

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