Methylamine → HCID 18357814, compound

HRID 617404Notes

Reaction equation

HRID 617404 reaction equation
[CH3:1][NH2:2].[O:3]=[C:4]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH2:16][O:17][CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][O:19]1)[C:5](OCC)=[O:6]>CO>[O:3]=[C:4]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH2:16][O:17][CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][O:19]1)[C:5]([NH:2][CH3:1])=[O:6]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 15390471HCID 15390471, compound

Product 1

HCID 18357814HCID 18357814, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

40% monomethylamine--methanol (2.65 g, 34.1 mmol) solution was added to a solution of ethyl 2-oxo-2-[2-(tetra-hydropyran-2-yloxymethyl)phenyl]acetate (2.00 g, 6.8 mmol) in methanol (20 ml), and the mixture was stirred at room temperature for 2 hours. The solvent was evaporated, and the residue was purified by column chromatography on silica gel (n-hexane/ethyl acetate=4/1) to give the desired compound 2-oxo-N-methyl-2-[2-(tetrahydropyran-2-yloxymethyl)phenyl]-acetamide (1.30 g, 69%) as an oil.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was purified by column chromatography on silica gel (n-hexane/ethyl acetate=4/1)

Sources & evidence

ORD record
ord-bbfc9368d2a441c8952c605213400dc6
Source dataset
uspto-grants-1999_09
Patent number
US05948819

Reaction notes

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