Potassium Carbonate → HCID 43380140, compound

HRID 2234382Notes

Reaction equation

HRID 2234382 reaction equation
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[C:6]([OH:11])[CH:5]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:19][O:20][CH2:21][CH2:22]Br>CC(C)=O>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[C:6]([O:11][CH2:22][CH2:21][O:20][CH3:19])[CH:5]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl ether2×HCID 7020619Benzoic acid, 4-amino-3-hydroxy-, methyl ester

Product 1

HCID 43380140HCID 43380140, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
120 °C

Procedure

The reaction was repeated in two batches as follows. To a solution of Methyl3-hydroxy-4-aminobenzoate (135 mg, 0.81 mmol) in acetone (4 ml), in a microwave tube. Was added Potassium Carbonate (185 mg, 1.34 mmol) and Methoxyethyl bromide (115 μl, 1.22 mmol) The reaction was heated to 120° C. in a microwave and held for 1 hour. The reactions was cooled, treated with a further aliquot of methoxyethyl bromide (58 μl, 0.62 mmol) and re-heated to 120° C. holding for a further hour.

Workup

  1. temperatureThe reactions was cooled
  2. temperaturere-heated to 120° C.
  3. waitholding for a further hour

Sources & evidence

ORD record
ord-3c17f98781cb4295aeeea621bbf3b020
Source dataset
uspto-grants-2010_05
Patent number
US07709471B2

Reaction notes

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