Dimethylformamide dimethyl acetal → HCID 53889968, compound

HRID 1531823Notes

Reaction equation

HRID 1531823 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([O:12][CH3:13])=[O:11])=[CH:5][CH:4]=1.CO[CH:16](OC)[N:17]([CH3:19])[CH3:18]>CN(C)C=O>[CH3:13][O:12][C:10](=[O:11])[C:9]([C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=1)=[CH:16][N:17]([CH3:19])[CH3:18]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 90266Methyl 4-methoxyphenylacetate

Product 1

HCID 53889968HCID 53889968, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

Methyl 4-methoxyphenylacetate (3.3 g) was dissolved in N,N-dimethylformamide (3 cm3) treated with N,N-dimethylformamide dimethyl acetal (6 cm3) and heated at 100° C. for 18 h. The reaction was then cooled and evaporated under high vacuum to afford crude methyl-3-dimethylamino-2-(4-methoxyphenyl)propenoate (3.6 g) which was used without further purification. δH (250 MHz; CDCl3); 2.68 (6H, s), 3.62 (3H, s), 3.8 (3H, s), 6.82 (2H, d, J 8.7 Hz), 7.1 (2H, d, J 8.7 Hz) and 7.54 (1H, s).

Workup

  1. temperatureThe reaction was then cooled
  2. customevaporated under high vacuum

Sources & evidence

ORD record
ord-11cb95ce52eb4216be0d61b6b7ca7d7c
Source dataset
uspto-grants-2001_03
Patent number
US06200982B1

Reaction notes

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