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

HRID 543223Notes

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][CH2:22][CH2:23][C:24]1[C:29]([OH:30])=[C:28]([C:31]([CH3:33])=[O:32])[CH:27]=[CH:26][C:25]=1[OH:34]>>[C:31]([C:28]1[CH:27]=[CH:26][C:25]([O:34][CH2:2][CH2:3][CH2:4][CH2:5][C:6]([CH3:12])([CH3:11])[C:7]([O:9][CH3:10])=[O:8])=[C:24]([CH2:23][CH2:22][CH3:21])[C:29]=1[OH:30])(=[O:32])[CH3:33]

Participants

Reactant 4

HCID 4875Potassium Iodide

HCID 11430Potassium Carbonate

HCID 27751982',4'-Dihydroxy-3'-propylacetophenone

HCID 15666632Methyl 6-bromo-2,2-dimethylhexanoate

Product 1

HCID 21294040Methyl 6-(4-acetyl-3-hydroxy-2-propylphenoxy)-2,2-dimethylhexanoate

Procedure

Following the procedure of Example 15, 2.5 g. of methyl 6-bromo-2,2-dimethylhexanoate, 1.46 g. of potassium carbonate, a catalytic amount of potassium iodide, and 2.14 g. of 2,4-dihydroxy-3-propylacetophenone were reacted to give 2.96 g. of the title product as a brown oil. IR, NMR.

Workup

customto give 2.96 g

Sources & evidence

ORD record: ord-6ef5d3359a014bc893e0b982d169a2f9
Source dataset: uspto-grants-1987_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04661505

Reaction notes

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