HCID 15390471, compound → HCID 18357814, compound

HRID 428006Notes

Reaction equation

HRID 428006 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>[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]([NH:2][CH3:1])=[O:8]

Participants

4

Reactant 2

HCID 15390471HCID 15390471, compoundHCID 57454252Monomethylamine methanol

Product 1

HCID 18357814HCID 18357814, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

40% monomethylamine-methanol (2.65 g, 34.1 mmol) solution was added to a solution of ethyl 2-oxo-2-[2-(tetrahydropyran-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-1f003ae1beaa4c3d9828830f1fac1a1b
Source dataset
uspto-grants-2001_11
Patent number
US06313150B1

Reaction notes

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