Ammonia → 2-(3,5-Dimethyl-phenoxy)-1-methyl-ethylamine

HRID 1975540Notes

Reaction equation

HRID 1975540 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:10]=[C:11]([CH3:13])[CH:12]=1)[O:5][CH2:6][CH:7](Br)[CH3:8].[I-].[Na+].C(=O)=O.[NH3:19]>CO>[CH3:1][C:2]1[CH:3]=[C:4]([CH:10]=[C:11]([CH3:13])[CH:12]=1)[O:5][CH2:6][CH:7]([NH2:19])[CH3:8]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 280Carbon DioxideHCID 5238Sodium IodideHCID 191002941-(3,5-Dimethylphenoxy)-2-bromopropane

Product 1

HCID 53052572-(3,5-Dimethyl-phenoxy)-1-methyl-ethylamineYield 53.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
130 °C

Procedure

A 20 ml autoclave was charged with 4.20 g (17.3 mmol) of 1-(3,5-dimethylphenoxy)-2-bromopropane, 4 ml of methanol and 0.03 g of sodium iodide, and the autoclave was cooled in a dry ice.acetone bath. The pressure in the autoclave was reduced, and 7 g of liquid ammonia was added. The autoclave was allowed to stand until its temperature reached room temperature, and the mixture was continuously stirred at 130° C. for 7 hours to finish the reaction. After allowed to cool, the reaction mixture was post-treated in the same manner as in Example 26 to give 1.66 g of 1-(3,5-dimethylphenoxy)-2-aminopropane (yield 53.8%).

Workup

  1. customreached room temperature
  2. customthe reaction
  3. temperatureto cool
  4. additionthe reaction mixture was post-treated in the same manner as in Example 26

Sources & evidence

ORD record
ord-8f635d339de94108bc76ecef8dae8dbf
Source dataset
uspto-grants-1994_02
Patent number
US05286905

Reaction notes

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