Potassium Carbonate → HCID 57835396, compound

HRID 730976Notes

Reaction equation

HRID 730976 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[S:10][C:9]2[CH:11]=[CH:12][C:13]([C:15]([CH2:26][CH3:27])([C:18]3[CH:23]=[CH:22][C:21]([OH:24])=[C:20]([CH3:25])[CH:19]=3)[CH2:16][CH3:17])=[CH:14][C:8]=2[CH:7]=1)=[O:5])[CH3:2].Br[CH2:29][C:30](=[O:35])[C:31]([CH3:34])([CH3:33])[CH3:32].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH2:1]([O:3][C:4]([C:6]1[S:10][C:9]2[CH:11]=[CH:12][C:13]([C:15]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:29][C:30](=[O:35])[C:31]([CH3:34])([CH3:33])[CH3:32])=[C:20]([CH3:25])[CH:19]=3)([CH2:26][CH3:27])[CH2:16][CH3:17])=[CH:14][C:8]=2[CH:7]=1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 21642BromopinacoloneHCID 57835403HCID 57835403, compound

Product 1

HCID 57835396HCID 57835396, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5-[1-Ethyl-1-(4-hydroxy-3-methyl-phenyl)-propyl]-benzo[b]thiophene-2-carboxylic acid ethyl ester (5.97 g, 15.6 mmol), 1-bromopinacolone (4.20 g, 23.4 mmol), and K2CO3 (6.46 g, 46.8 mmol) in acetone (100 mL) are reacted analogous to Example 1D to provide the title compound (7.10 g, 95%).

Sources & evidence

ORD record
ord-ede0b7632e1f424498daba3f27179a0a
Source dataset
uspto-grants-2009_09
Patent number
US07582775B2

Reaction notes

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