Potassium Carbonate → HCID 21997462, compound

HRID 1977273Notes

Reaction equation

HRID 1977273 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[O:24]([CH2:31][CH2:32][CH2:33]Br)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>CN(C)C=O>[O:24]([CH2:31][CH2:32][CH2:33][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 68522Benzene, (3-bromopropoxy)-HCID 1490289Methyl 4'-hydroxy(1,1'-biphenyl)-4-carboxylate

Product 1

HCID 21997462HCID 21997462, compoundYield 81.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
85 °C

Procedure

A solution of methyl 4-(4′-hydroxyphenyl)benzoate (2 g) in N,N-dimethylformamide (20 ml) was treated with potassium carbonate (1.21 g) and 3-phenoxypropylbromide (2.07 g) was stirred for 15 hours at room temperature and 4 hours at 85° C. After cooling, the reaction was quenched with water and the precipitate was collected, washed thoroughly with water and dried to give methyl 4-[4′-(3-phenoxypropyloxy)phenyl]-benzoate (2.6 g).

Workup

  1. temperatureAfter cooling
  2. customthe reaction was quenched with water
  3. customthe precipitate was collected
  4. washwashed thoroughly with water
  5. customdried

Sources & evidence

ORD record
ord-568be43de9554025850adef369ba1898
Source dataset
uspto-grants-2001_05
Patent number
US06232290B1

Reaction notes

Loading…