Potassium Carbonate → HCID 58237566, compound

HRID 885228Notes

Reaction equation

HRID 885228 reaction equation
[CH2:1]([O:3][C:4](=[O:13])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([OH:12])[CH:7]=1)[CH3:2].F[C:15]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:16]=1[CH:17]=[O:18].C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[CH2:1]([O:3][C:4](=[O:13])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:15]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:16]=2[CH:17]=[O:18])[CH:7]=1)[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 1376632,5-DifluorobenzaldehydeHCID 572437Ethyl (3-Hydroxyphenyl)acetate

Product 1

HCID 58237566HCID 58237566, compoundYield 22.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
120 °C

Procedure

(3-Hydroxy-phenyl)-acetic acid ethyl ester (1.0 g, 5.2 mmol), 2,5-difluorobenzaldehyde (0.80 g, 5.2 mmol), and potassium carbonate (1.44 g, 10.4 mmol) were combined in 1,4-dioxane (30 mL) and heated to 120° C. for 3 days. After work-up, the crude material was purified by silica gel chromatography (0-20% EtOAc in hexanes) to give the desired product (0.35 g).

Workup

  1. customAfter work-up, the crude material was purified by silica gel chromatography (0-20% EtOAc in hexanes)

Sources & evidence

ORD record
ord-562dbc012c2442f1b13fa221ed93b700
Source dataset
uspto-grants-2012_08
Patent number
US08242145B2

Reaction notes

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