Chloroacetone → HCID 86722250, compound

HRID 869405Notes

Reaction equation

HRID 869405 reaction equation
[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([C:12]#[N:13])[C:6]=1[Br:14])(=[O:3])[CH3:2].Cl[CH2:16][C:17](=[O:19])[CH3:18].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[C:17]([C:18]1[O:11][C:8]2[CH:9]=[CH:10][C:5]([O:4][C:1]([CH3:2])=[O:3])=[C:6]([Br:14])[C:7]=2[C:12]=1[NH2:13])(=[O:19])[CH3:16]

Participants

5

Reactant 3

HCID 6571ChloroacetoneHCID 11430Potassium CarbonateHCID 86722249HCID 86722249, compound

Product 1

HCID 86722250HCID 86722250, compoundYield 79.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

To a mixture of 12D (7 g, 0.027 mol) and 1-chloro-propan-2-one (3 mL) in DMF (30 mL) was added K2CO3 (4.1 g, 0.029 mol). The reaction mixture was stirred at 90° C. for 1 hour. TLC monitored the reaction. After the reaction completed, the reaction mixture was cooled to room temperature and added dropwise to ice-water. The precipitated solids were collected by filtration to give a crude product 12E (6.8 g, 79.6% yield).

Workup

  1. customthe reaction
  2. temperaturethe reaction mixture was cooled to room temperature
  3. filtrationThe precipitated solids were collected by filtration

Sources & evidence

ORD record
ord-52c5abd90ca54b499f8ce3d7507e58cd
Source dataset
uspto-grants-2015_03
Patent number
US08969373B2

Reaction notes

Loading…