Dimethylamine → HCID 429128, compound

HRID 482609Notes

Reaction equation

HRID 482609 reaction equation
[CH3:1][NH:2][CH3:3].Br[CH2:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1)=[O:7]>C(Cl)Cl>[CH3:1][N:2]([CH3:3])[CH2:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1)=[O:7]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 68303p-Chlorophenacyl bromide

Product 1

HCID 429128HCID 429128, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
20 °C

Procedure

To 66 g (1460 mmole) of anhydrous dimethylamine in 200 ml of methylene chloride and cooled to -30° C. was added a solution of 155 g (664 mmole) of 2-bromo-4'-chloroacetophenone in 200 ml of methylene chloride. After the addition was complete the reaction was allowed to warm to 20° C. Concentration in vacuo, partitioning between diethyl ether and 1M aqueous sodium hydroxide, washing with brine, drying over anhydrous magnesium sulfate, and reconcentration in vacuo gives 130 g of the title compound, an oil.

Workup

  1. additionAfter the addition
  2. concentrationConcentration in vacuo
  3. custompartitioning between diethyl ether and 1M aqueous sodium hydroxide
  4. washwashing with brine
  5. dry with materialdrying over anhydrous magnesium sulfate, and reconcentration in vacuo

Sources & evidence

ORD record
ord-172186e2915047bcb86b9570439c7da8
Source dataset
uspto-grants-1998_08
Patent number
US05798311

Reaction notes

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