Dimethylformamide → HCID 54185465, compound

HRID 462429Notes

Reaction equation

HRID 462429 reaction equation
P(Cl)(Cl)(Cl)=O.[CH3:6][O:7][C:8]1[CH:9]=[C:10]([CH2:16][C:17]([OH:19])=O)[CH:11]=[CH:12][C:13]=1[O:14][CH3:15].[CH3:20][N:21]([CH3:24])[CH:22]=O>>[CH3:6][O:7][C:8]1[CH:9]=[C:10]([C:16](=[CH:20][N:21]([CH3:24])[CH3:22])[CH:17]=[O:19])[CH:11]=[CH:12][C:13]=1[O:14][CH3:15]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 7139(3,4-Dimethoxyphenyl)acetic acidHCID 24813Phosphorus oxychloride

Product 1

HCID 54185465HCID 54185465, compound

Conditions

Temperature
70 °C

Procedure

The intermediate 2-(3,4-dimethoxyphenyl)-3-dimethylamino-2-propenal was prepared as follows: To a chilled 1260 ml. portion of dimethylformamide was added dropwise 230 ml. of phosphorus oxychloride followed by addition of 196 g. of α-(3,4-dimethoxyphenyl)acetic acid. The reaction mixture was heated at about 70° C. on a steam bath for 3 hours, allowed to cool and then concentrated in vacuo to remove the solvent and excess volatile reactants. The resulting product was used directly in the above procedure.

Workup

  1. temperatureto cool
  2. concentrationconcentrated in vacuo
  3. customto remove the solvent and excess volatile reactants

Sources & evidence

ORD record
ord-3adbe9f7ae8340baa8fd563715edb39a
Source dataset
uspto-grants-1985_05
Patent number
US04515797

Reaction notes

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