HCID 20747587, compound → HCID 58091579, compound

HRID 1663402Notes

Reaction equation

HRID 1663402 reaction equation
[C:1]([C:4]1[CH:14]=[CH:13][C:7]([C:8]([N:10]([CH3:12])[CH3:11])=[O:9])=[CH:6][CH:5]=1)(=[O:3])[CH3:2]>CN(C(OC)OC)C>[CH3:8][N:10]([CH3:12])/[CH:11]=[CH:2]/[C:1]([C:4]1[CH:14]=[CH:13][C:7]([C:8]([N:10]([CH3:11])[CH3:12])=[O:9])=[CH:6][CH:5]=1)=[O:3]

Participants

3

Reactant 1

HCID 20747587HCID 20747587, compound

Product 1

HCID 58091579HCID 58091579, compoundYield 139.6%

Reagents, catalysts & solvents 1

HCID 78373Dimethylformamide dimethyl acetalSolvent

Procedure

A mixture of 4-acetyl-N,N-dimethylbenzamide (9.80 g, 51.2 mmol) and DMF dimethyl acetal (60 mL) was heated to reflux for 15 h, cooled to room temperature and concentrated. The residue was recrystallized from ethyl acetate to give (E)-4-(3-(dimethylamino)acryloyl)-N,N-dimethylbenzamide as a brown solid (8.80 g, 70%). MS (E+) m/z: 247 (M+H).

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 15 h
  3. concentrationconcentrated
  4. customThe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-b7894b5cac3c43a1a18af68fb84c7607
Source dataset
uspto-grants-2011_10
Patent number
US08034940B2

Reaction notes

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