N-(dimethoxymethyl)-N-methylethanamine → HCID 24905404, compound

HRID 1896983Notes

Reaction equation

HRID 1896983 reaction equation
[O:1]([C:8]1[C:14]([CH3:15])=[CH:13][C:11]([NH2:12])=[C:10]([CH3:16])[CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO[CH:19](OC)[N:20]([CH2:22][CH3:23])[CH3:21]>C1(C)C=CC=CC=1.CO>[CH2:22]([N:20]([CH3:21])[CH:19]=[N:12][C:11]1[CH:13]=[C:14]([CH3:15])[C:8]([O:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:9][C:10]=1[CH3:16])[CH3:23]

Participants

5

Reactant 2

HCID 23017846N-(dimethoxymethyl)-N-methylethanamineHCID 44139769HCID 44139769, compound

Product 1

HCID 24905404HCID 24905404, compoundYield 96.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 1140TolueneSolvent

Conditions

Temperature
50 °C

Procedure

0.18 g (0.8 mmol) of 4-phenoxy-2,5-dimethylaniline was dissolved in 2.5 ml of toluene and this solution was then admixed with 0.18 ml of a solution of N-ethyl-N-methylformamide dimethyl acetal in methanol (60%). After 12 h of stirring of the reaction mixture at 50° C., subsequent filtration and removal of the solvent under reduced pressure, 240 mg (94.8% purity, 96.6% yield) of the product were obtained; log P(HCOOH)=1.87.

Workup

  1. filtrationsubsequent filtration and removal of the solvent under reduced pressure, 240 mg (94.8% purity, 96.6% yield) of the product
  2. customwere obtained

Sources & evidence

ORD record
ord-d9e72fdf8801413f8f0de8b10e9d55aa
Source dataset
uspto-grants-2013_08
Patent number
US08519003B2

Reaction notes

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