Diisopropylamine → HCID 801007, compound

HRID 2399950Notes

Reaction equation

HRID 2399950 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[CH:8][C:4]=1[C:5](Cl)=[O:6].[CH:14]([NH:17][CH:18]([CH3:20])[CH3:19])([CH3:16])[CH3:15]>ClCCl>[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[CH:8][C:4]=1[C:5]([N:17]([CH:18]([CH3:20])[CH3:19])[CH:14]([CH3:16])[CH3:15])=[O:6]

Participants

4

Reactant 2

HCID 7912DiisopropylamineHCID 27347192,4-Dimethoxybenzoyl chloride

Product 1

HCID 801007HCID 801007, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A stirred solution of 2,4-dimethoxybenzoyl chloride (10.0 g, 50 mmol) in 10 mL of dichloromethane at 0° C. is treated with 30 mL of diisopropylamine. This solution is stirred at room temperature for 1 hour and the resulting solution is partitioned between ethyl acetate and water. The organic layer is washed with 1N hydrochloride solution, 1N sodium hydroxide solution, water and brine, dried over sodium sulfate and concentrated in vacuo to give 2,4-dimethoxy-N,N-bis(1-methylethyl)benzamide.

Workup

  1. customthe resulting solution is partitioned between ethyl acetate and water
  2. washThe organic layer is washed with 1N hydrochloride solution, 1N sodium hydroxide solution, water and brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-95ff1cbb1b7944f886aef483f0f110e2
Source dataset
uspto-grants-1995_09
Patent number
US05451700

Reaction notes

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