Dimethylamine → 2,3-dimethoxy N,N-dimethyl 6-hydroxymethyl benzamide

HRID 1112404Notes

Reaction equation

HRID 1112404 reaction equation
[CH3:1][O:2][C:3]1[C:11]([O:12][CH3:13])=[C:10]2[C:6]([CH2:7][O:8][C:9]2=[O:14])=[CH:5][CH:4]=1.[CH3:15][NH:16][CH3:17]>C(O)C>[CH3:13][O:12][C:11]1[C:3]([O:2][CH3:1])=[CH:4][CH:5]=[C:6]([CH2:7][OH:8])[C:10]=1[C:9]([N:16]([CH3:17])[CH3:15])=[O:14]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 68437Meconin

Product 1

HCID 227640302,3-dimethoxy N,N-dimethyl 6-hydroxymethyl benzamideYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 30 g of 6,7-dimethoxy 3H-isobenzofuranone, prepared according to the method described in Example IV, 1 liter of ethanol and 300-400 cm3 of dimethylamine was agitated for several hours and then evaporated under vacuum at 30° - 35° C. The crystallized product was washed with heptane. The 2,3-dimethoxy N,N-dimethyl 6-hydroxymethyl benzamide was obtained in a yield of 100%. F = 90° C.

Workup

  1. customprepared
  2. customevaporated under vacuum at 30° - 35° C
  3. washThe crystallized product was washed with heptane

Sources & evidence

ORD record
ord-873d25c134824e72a3a75654d0a7fb1c
Source dataset
uspto-grants-1978_10
Patent number
US04122202

Reaction notes

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