N-Methylisopropylamine → 2-Bromo-N-isopropyl-N-methyl-acetamide

HRID 1959572Notes

Reaction equation

HRID 1959572 reaction equation
[CH:1]([NH:4][CH3:5])([CH3:3])[CH3:2].[N+](C1C=C([N+]([O-])=O)C=CC=1O[C:19](=[O:22])[CH2:20][Br:21])([O-])=O>C(Cl)Cl>[Br:21][CH2:20][C:19]([N:4]([CH:1]([CH3:3])[CH3:2])[CH3:5])=[O:22]

Participants

4

Reactant 2

HCID 78485N-MethylisopropylamineHCID 11278141Bromo-acetic acid 2,4-dinitro-phenyl ester

Product 1

HCID 205943482-Bromo-N-isopropyl-N-methyl-acetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Isopropyl-methyl-amine (154 μL, 1.48 mmol) was added to a stirred solution of bromo-acetic acid 2,4-dinitro-phenyl ester (450 mg, 1.48 mmol) in DCM (4 mL). After stirring for 3 h at room temperature the organic layer was extracted twice with 0.1 M NaOH solution (30 mL). The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo. The resulting title compound was used for the next reaction without purification. MS (m/z): 194.0 [M+H+].

Workup

  1. extractionwas extracted twice with 0.1 M NaOH solution (30 mL)
  2. dry with materialThe organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe resulting title compound was used for the next reaction without purification

Sources & evidence

ORD record
ord-42b1851bbde7487390a5cbecead28780
Source dataset
uspto-grants-2013_04
Patent number
US08410134B2

Reaction notes

Loading…