Diethylamine → HCID 59589465, compound

HRID 630052Notes

Reaction equation

HRID 630052 reaction equation
Br[CH2:2][C:3]1[CH:4]=[CH:5][C:6]([Cl:12])=[C:7]([CH:11]=1)[C:8]([O-:10])=[O:9].[CH2:13]([NH:15][CH2:16][CH3:17])[CH3:14].[C:18](=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:12][C:6]1[CH:5]=[CH:4][C:3]([CH2:2][N:15]([CH2:16][CH3:17])[CH2:13][CH3:14])=[CH:11][C:7]=1[C:8]([O:10][CH3:18])=[O:9]

Participants

5

Reactant 3

HCID 8021DiethylamineHCID 11430Potassium CarbonateHCID 86647906HCID 86647906, compound

Product 1

HCID 59589465HCID 59589465, compoundYield 99.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 5-(bromomethyl)-2-chlorobenzoate (4.0 g, 15.6 mmol), diethylamine (5 mL, 48.1 mmol), and potassium carbonate (4.3 g, 31.2 mmol) in acetone (60 mL) was stirred at room temperature for 2 days. The solid material was removed by filtration. The filtrate was recovered, evaporated, and dried in vacuo, affording methyl 2-chloro-5-[(diethylamino)methyl]benzoate (3.97 g, 99% yield). The product was used without further purification.

Workup

  1. customThe solid material was removed by filtration
  2. customThe filtrate was recovered
  3. customevaporated
  4. customdried in vacuo

Sources & evidence

ORD record
ord-4dec5eee756a4bc4863ca84844f5ae36
Source dataset
uspto-grants-2016_04
Patent number
US09315521B2

Reaction notes

Loading…