Potassium Carbonate → HCID 18625739, compound

HRID 1859988Notes

Reaction equation

HRID 1859988 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([CH3:22])([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=1.Br[CH2:24][CH2:25][O:26][CH:27]1[CH2:32][CH2:31][CH2:30][CH2:29][O:28]1.C(=O)([O-])[O-].[K+].[K+]>CC(N(C)C)=O>[CH3:22][C:9]([O:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)([CH2:8][C:5]1[CH:4]=[CH:3][C:2]([O:1][CH2:24][CH2:25][O:26][CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][O:28]2)=[CH:7][CH:6]=1)[C:10]([O:12][CH2:13][CH3:14])=[O:11]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 866212-(2-Bromoethoxy)tetrahydro-2H-pyranHCID 11220314Ethyl 3-(4-hydroxyphenyl)-2-methyl-2-phenoxypropionate

Product 1

HCID 18625739HCID 18625739, compoundYield 72.4%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

In a similar manner to that described in Reference example 3(e), a reaction was carried out using ethyl 3-(4-hydroxyphenyl)-2-methyl-2-phenoxypropionate (1.55 g), which is the product of Reference example 8(b), 2-(2-bromoethoxy)tetrahydropyran (1.08 g) and potassium carbonate (2.14 g) in dimethylacetamide and the reaction mixture was treated to afford the desired compound (1.60 g) as a syrup.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-3c6f5fa8ddf64459899b9e9d9c24a5a7
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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