Ethyl bromoacetate → HCID 178472961, compound

HRID 1777148Notes

Reaction equation

HRID 1777148 reaction equation
[NH:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[OH:12])=[N:2]1.C([O-])([O-])=O.[K+].[K+].Br[CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22]>CC#N.O>[NH:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[O:12][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[N:2]1

Participants

6

Reactant 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 178515936HCID 178515936, compound

Product 1

HCID 178472961HCID 178472961, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

To a solution of 2-(1H-pyrazol-3-yl)phenol (500 mg, 3.125 mmol), K2CO3 (517.5 mg, 3.75 mmol) and ethyl 2-bromoacetate (417.5 mg, 2.5 mmol) in MeCN (20 mL). The mixture was stirred at room temperature for 2 h, at which time TLC showed the completion of the reaction. The mixture was diluted with water and extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated to give the crude product which was used in next step without further purification.

Workup

  1. customthe completion of the reaction
  2. extractionextracted with EtOAc
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-c168653b737649e1a58e2f8f89ec2ab1
Source dataset
uspto-grants-2016_02
Patent number
US09266836B2

Reaction notes

Loading…