Methyl vinyl ketone → HCID 389880, compound

HRID 983775Notes

Reaction equation

HRID 983775 reaction equation
[H-].[Na+].[CH2:3]([CH:6]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH:4]=[CH2:5].[CH:17]([C:19]([CH3:21])=[O:20])=[CH2:18]>C(O)C>[C:12]([C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])([CH2:3][CH:4]=[CH2:5])[CH2:18][CH2:17][C:19](=[O:20])[CH3:21])([O:14][CH2:15][CH3:16])=[O:13]

Participants

5

Reactant 3

HCID 6570Methyl vinyl ketoneHCID 24758Sodium hydrideHCID 74900Diethyl allylmalonate

Product 1

HCID 389880HCID 389880, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To an ethanol solution (10.4 ml) containing sodium hydride (0.049 g, 1.13 mmol, 55% in oil) were added diethyl allylmalonate (3.0 g, 15 mmol) and methyl vinyl ketone (1.39 g, 19.9 mmol). The reaction liquid was stirred at room temperature for 22 hours. After treatment and purification as in Referential Example 1, there was obtained 3.56 g of 5,5-dicarboethoxy-7-octen-2-on (yields: 88%).

Workup

  1. customThe reaction liquid
  2. customAfter treatment and purification as in Referential Example 1

Sources & evidence

ORD record
ord-da5ce4e7ffe24c66812480029e55c1db
Source dataset
uspto-grants-2005_03
Patent number
US06867161B1

Reaction notes

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