Dimethylformamide dimethyl acetal → ((1E)-4,4-dimethoxy-3-oxobut-1-en-1-yl)dimethylamine

HRID 2202093Notes

Reaction equation

HRID 2202093 reaction equation
[CH3:1][O:2][CH:3]([O:7][CH3:8])[C:4](=[O:6])[CH3:5].CO[CH:11]([N:14]([CH3:16])[CH3:15])OC>>[CH3:11][N:14]([CH3:16])/[CH:15]=[CH:5]/[C:4](=[O:6])[CH:3]([O:7][CH3:8])[O:2][CH3:1]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 80650Pyruvic aldehyde dimethyl acetal

Product 1

HCID 5709580((1E)-4,4-dimethoxy-3-oxobut-1-en-1-yl)dimethylamine

Procedure

A solution of 1,1-dimethoxypropan-2-one (12 g, 101.58 mmol, 1.00 equiv) and (dimethoxymethyl)dimethylamine (12 g, 100.70 mmol, 0.99 equiv) was stirred at 100° C. for 5 h. The reaction mixture was cooled to room temperature and used in the next step directly. LCMS (method D, ESI): RT=0.94 min, m/z=174.0 [M+H]+.

Sources & evidence

ORD record
ord-77e6a4c11c4a4931b1c4438d4ecd3d5a
Source dataset
uspto-grants-2016_06
Patent number
US09365527B2

Reaction notes

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