Dimethylformamide dimethyl acetal → Ethyl 2-((dimethylamino)methylene)-5-methyl-3-oxohexanoate

HRID 1520191Notes

Reaction equation

HRID 1520191 reaction equation
[CH3:1][CH:2]([CH3:12])[CH2:3][C:4](=[O:11])[CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].CO[CH:15](OC)[N:16]([CH3:18])[CH3:17]>CN(C=O)C>[CH3:15][N:16]([CH:18]=[C:5]([C:4](=[O:11])[CH2:3][CH:2]([CH3:1])[CH3:12])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:17]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 96344Ethyl 5-methyl-3-oxohexanoate

Product 1

HCID 78131927Ethyl 2-((dimethylamino)methylene)-5-methyl-3-oxohexanoateYield 100%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

According to Scheme 1 Step 1: A solution of ethyl 5-methyl-3-oxohexanoate (11.6 mmol, 2.00 g) and of 1,1-dimethoxy-N,N-dimethylmethanamine (11.6 mmole, 1.54 mL) in DMF (10 mL) was microwaved for 30 minutes at 120° C. After evaporation of the solvent, 2.64 g (11.6 mmol) of ethyl 2-((dimethylamino)methylene)-5-methyl-3-oxohexanoate as an orange oil were obtained and used without further purification.

Workup

  1. customAfter evaporation of the solvent

Sources & evidence

ORD record
ord-768385abfd3542d8a33ffa98ea24671a
Source dataset
uspto-grants-2015_07
Patent number
US09073907B2

Reaction notes

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