Methyl Ethyl Ketone → Ethyl 2-[4-(2-propionylethynyl)phenoxy]-2,2-dimethylacetate

HRID 1731028Notes

Reaction equation

HRID 1731028 reaction equation
[CH:1]([C:3]1[CH:17]=[CH:16][C:6]([O:7][C:8]([CH3:15])([CH3:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:5][CH:4]=1)=O.[CH2:18]([C:20]([CH3:22])=[O:21])[CH3:19].[Na]>C(O)C>[C:20]([C:22]#[C:1][C:3]1[CH:17]=[CH:16][C:6]([O:7][C:8]([CH3:15])([CH3:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:5][CH:4]=1)(=[O:21])[CH2:18][CH3:19]

Participants

5

Reactant 3

HCID 6569Methyl Ethyl KetoneHCID 5360545SodiumHCID 13134808Ethyl 2-(4-formylphenoxy)-2-methylpropanoate

Product 1

HCID 21494895Ethyl 2-[4-(2-propionylethynyl)phenoxy]-2,2-dimethylacetate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Following the procedure in Example 1 using 7.1 parts of ethyl 2-(4-formylphenoxy)-2,2-dimethylacetate and 4.5 parts of methyl ethyl ketone in 10 parts by volume of ethanol containing 0.1 part of sodium metal provides ethyl 2-[4-(2-propionylethynyl)phenoxy]-2,2-dimethylacetate as an oil (1.5522). This compound has the following structural formula. ##SPC13##

Sources & evidence

ORD record
ord-53e6e730a3d2495b9dda93d291787005
Source dataset
uspto-grants-1976_11
Patent number
US03994955

Reaction notes

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