HCID 15390471, compound → HCID 18357814, compound

HRID 1857813Notes

Reaction equation

HRID 1857813 reaction equation
[CH3:1][NH2:2].CO.[O:5]=[C:6]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH2:18][O:19][CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][O:21]1)[C:7](OCC)=[O:8]>CO>[CH3:1][NH:2][C:7](=[O:8])[C:6](=[O:5])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH2:18][O:19][CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][O:21]1

Participants

4

Reactant 2

HCID 15390471HCID 15390471, compoundHCID 57454252Monomethylamine methanol

Product 1

HCID 18357814HCID 18357814, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 40% methylamine-methanol solution (2.65 g, 0.0341 mol) was added to a mixed solution of ethyl 2-oxo-2-[2-(2-tetrahydropyranyloxymethyl)phenyl]acetate (2.00 g, 0.0068 mol) and methanol (20 ml). The mixture was stirred at room temperature for 2 hours. After completion of the reaction, the mixture was concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (ethyl acetate/n-hexane) to obtain N-methyl-2-oxo-2-[2-(2-tetrahydropyranyloxymethyl)phenyl]acetamide (1.30 g, Yield: 69.0%) as a colorless oil.

Workup

  1. customAfter completion of the reaction
  2. concentrationthe mixture was concentrated under reduced pressure
  3. customThe resulting residue was purified by silica gel chromatography (ethyl acetate/n-hexane)

Sources & evidence

ORD record
ord-cb542f8808ea42429052dfb946f0bd71
Source dataset
uspto-grants-2000_11
Patent number
US06147231

Reaction notes

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