Ammonia → HCID 19910808, compound

HRID 1534139Notes

Reaction equation

HRID 1534139 reaction equation
[CH2:1]([O:5][C:6]1[C:11]([CH:12]([CH2:14][CH3:15])[CH3:13])=[CH:10][CH:9]=[CH:8][C:7]=1[CH:16]([CH2:18][CH3:19])[CH3:17])[CH:2]1[O:4][CH2:3]1.[NH3:20]>O>[OH:4][CH:2]([CH2:1][O:5][C:6]1[C:11]([CH:12]([CH2:14][CH3:15])[CH3:13])=[CH:10][CH:9]=[CH:8][C:7]=1[CH:16]([CH2:18][CH3:19])[CH3:17])[CH2:3][NH2:20]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 19910806HCID 19910806, compound

Product 1

HCID 19910808HCID 19910808, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A 2.5 liter autoclave is charged, at room temperature and under nitrogen blanketing, with 440 g (1.667 mol) of 2,6-bis(sec-butyl)phenyl glycidyl ether and 30.2 g of water. Then 698.5 g (41.08 mol) of ammonia gas is blown in under pressure over 5 minutes and the reaction mixture is thereafter heated to 80° C. over 2 hours. After 1 hour at 80° C., the reaction mixture is cooled to room temperature, the pressure in the system is removed and the reaction product is concentrated on a rotary evaporator at 80° C./13 mbar. Yield: 436.1 g (93% of theory) of a brownish liquid reaction product which is purified by flash distillation. The boiling point is 170° C./0.13 mbar and the amine content is 3.548 meq/g (=99.1% of theory).

Workup

  1. temperaturethe reaction mixture is cooled to room temperature
  2. customthe pressure in the system is removed
  3. concentrationthe reaction product is concentrated on a rotary evaporator at 80° C./13 mbar
  4. customYield: 436.1 g (93% of theory) of a brownish liquid reaction product which
  5. distillationis purified by flash distillation

Sources & evidence

ORD record
ord-28b8e8186f40409f8f87c66a4637f0c4
Source dataset
uspto-grants-1992_02
Patent number
US05087688

Reaction notes

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