2,6-Dimethylaniline → HCID 13071317, compound

HRID 1680653Notes

Reaction equation

HRID 1680653 reaction equation
S(OC(C)C#C)([C:4]1[CH:10]=CC(C)=[CH:6][CH:5]=1)(=O)=O.[CH3:16][C:17]1[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[C:18]=1[NH2:19]>>[CH3:6][CH:5]([NH:19][C:18]1[C:20]([CH3:24])=[CH:21][CH:22]=[CH:23][C:17]=1[CH3:16])[C:4]#[CH:10]

Participants

3

Reactant 2

HCID 68962,6-DimethylanilineHCID 561098p-Toluenesulfonic acid 1-butyn-3-yl ester

Product 1

HCID 13071317HCID 13071317, compound

Procedure

22.4 g of 1-butyn-3-ol tosylate in 26 g of 2,6-dimethylaniline are stirred at 110° C. for 3 hours. The mixture is then poured into ice-water, extracted with ethyl acetate, dried over sodium sulfate and filtered. The solvent is distilled off to yield N-(1-methyl-2-propynyl)-2,6-xylidine; b.p. 68°-72° C./0.05 Torr; m.p. 32°-33° C.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. distillationThe solvent is distilled off

Sources & evidence

ORD record
ord-aa4b3f6f0e8c4f6488cadf8c7bfa4c08
Source dataset
uspto-grants-1981_06
Patent number
US04275079

Reaction notes

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