Potassium Iodide → Methyl 6-(4-acetyl-3-hydroxyphenoxy)-2,2-dimethylhexanoate

HRID 543225Notes

Reaction equation

HRID 543225 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([CH3:12])([CH3:11])[C:7]([O:9][CH3:10])=[O:8].C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[CH3:21][C:22]([C:24]1[CH:25]=[CH:26][C:27]([OH:31])=[CH:28][C:29]=1[OH:30])=[O:23]>CC(C)=O>[C:22]([C:24]1[CH:25]=[CH:26][C:27]([O:31][CH2:2][CH2:3][CH2:4][CH2:5][C:6]([CH3:12])([CH3:11])[C:7]([O:9][CH3:10])=[O:8])=[CH:28][C:29]=1[OH:30])(=[O:23])[CH3:21]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 69902',4'-DihydroxyacetophenoneHCID 11430Potassium CarbonateHCID 15666632Methyl 6-bromo-2,2-dimethylhexanoate

Product 1

HCID 20205844Methyl 6-(4-acetyl-3-hydroxyphenoxy)-2,2-dimethylhexanoate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Following the procedure of Example 44, 2.5 g. of methyl 6-bromo-2,2-dimethylhexanoate, 1.46 g. of potassium carbonate, a catalytic amount of potassium iodide, and 1.67 g. of 2,4-dihydroxyacetophenone were reacted in 125 ml. of acetone giving 2.3 g. of the title product as an oil. M+ =308; NMR.

Sources & evidence

ORD record
ord-0760d784a7294bdbb00aa767b0b6fbf3
Source dataset
uspto-grants-1987_04
Patent number
US04661505

Reaction notes

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