Potassium Carbonate → HCID 18625713, compound

HRID 1859966Notes

Reaction equation

HRID 1859966 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([O:15][C:16]2[CH:21]=[CH:20][C:19]([CH:22]([CH3:24])[CH3:23])=[CH:18][CH:17]=2)[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=1.Br[CH2:26][CH2:27][O:28][CH:29]1[CH2:34][CH2:33][CH2:32][CH2:31][O:30]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH:22]([C:19]1[CH:18]=[CH:17][C:16]([O:15][CH:9]([CH2:8][C:5]2[CH:6]=[CH:7][C:2]([O:1][CH2:26][CH2:27][O:28][CH:29]3[CH2:34][CH2:33][CH2:32][CH2:31][O:30]3)=[CH:3][CH:4]=2)[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:21][CH:20]=1)([CH3:23])[CH3:24]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 866212-(2-Bromoethoxy)tetrahydro-2H-pyranHCID 18625931HCID 18625931, compound

Product 1

HCID 18625713HCID 18625713, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar manner to that described in Reference example 3(e), a reaction was carried out using ethyl 3-(4-hydroxyphenyl)-2-(4-isopropylphenoxy)propionate (14.8 g), which is the product of Reference example 5(d), 2-(2-bromoethoxy)tetrahydropyran (28.2 g) and potassium carbonate (24.9 g) in dimethylformamide and the reaction mixture was treated to afford the desired compound (20.6 g) as a syrup.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-97410f526ec542ae989f35aef6124f27
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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