Water → HCID 15754158, compound

HRID 1461656Notes

Reaction equation

HRID 1461656 reaction equation
Cl[CH2:2][C:3](=[O:5])[CH3:4].[Cl:6][C:7]1[CH:8]=[C:9]([CH:14]=[C:15]([Cl:19])[C:16]=1[O:17][CH3:18])[C:10]([NH2:13])([CH3:12])[CH3:11].C(N(CC)CC)C.O>CN(C)C(=O)C>[Cl:6][C:7]1[CH:8]=[C:9]([CH:14]=[C:15]([Cl:19])[C:16]=1[O:17][CH3:18])[C:10]([NH:13][CH2:2][C:3](=[O:5])[CH3:4])([CH3:11])[CH3:12]

Participants

6

Reactant 4

HCID 962WaterHCID 6571ChloroacetoneHCID 8471TriethylamineHCID 15754137HCID 15754137, compound

Product 1

HCID 15754158HCID 15754158, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
80 °C

Procedure

10.0 g (0.1 mol) of chloroacetone, 14.1 g (0.06 mol) of 3,5-dichloro-4-methoxy-α,α-dimethylbenzylamine and 7.2 g (0.07 mol) of triethylamine were dissolved in 100 ml of N,N-dimethylacetamide, and the mixture was heated at 80° C. for about three hours under stirring under a nitrogen atmosphere. The reaction solution was cooled, then poured into a large amount of water and extracted with ethyl acetate. The ethyl acetate layer was washed with water and then dried over anhydrous magensium sulfate. The solvent was distilled off under reduced pressure to obtain 9.5 g (yield: 89%) of the desired compound.

Workup

  1. temperatureThe reaction solution was cooled
  2. extractionextracted with ethyl acetate
  3. washThe ethyl acetate layer was washed with water
  4. dry with materialdried over anhydrous magensium sulfate
  5. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-57e916a9faca40a695cb3b18eac65f62
Source dataset
uspto-grants-1991_12
Patent number
US05076834

Reaction notes

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