Water → HCID 67128395, compound

HRID 2275910Notes

Reaction equation

HRID 2275910 reaction equation
Br[CH:2]([CH3:16])[C:3]([C:5]1[CH:15]=[CH:14][C:8]([O:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:7][CH:6]=1)=[O:4].[CH3:17][NH2:18].O>C(Cl)(Cl)Cl>[CH3:17][NH:18][CH:2]([CH3:16])[C:3]([C:5]1[CH:15]=[CH:14][C:8]([O:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:7][CH:6]=1)=[O:4]

Participants

5

Reactant 3

HCID 962WaterHCID 6329MethylamineHCID 51898234-(2-Bromopropionyl)phenoxyacetic acid

Product 1

HCID 67128395HCID 67128395, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

4-(2-bromopropionyl)phenoxyacetic acid (5 g, 17.5 mmol) in chloroform (50 ml) was stirred vigorously at 35-40° C. and a solution of 40% methylamine in water (4.05 ml, 52 mmol) was added dropwise over 30 mins. Stirring was continued at this temperature for a further 1.5 h after addition. The mixture was evaporated to dryness and the crude residue was purified by column chromatography (silica gel: 10% methanol in chloroform) to give the title product (2.7 g, 65%) as a white foam.

Workup

  1. additionafter addition
  2. customThe mixture was evaporated to dryness
  3. customthe crude residue was purified by column chromatography (silica gel: 10% methanol in chloroform)

Sources & evidence

ORD record
ord-3cc03a64fb004536988e2f78686e8b11
Source dataset
uspto-grants-2015_09
Patent number
US09128108B2

Reaction notes

Loading…