Methanol → HCID 66936211, compound

HRID 215705Notes

Reaction equation

HRID 215705 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10](=[O:16])[C:11](OCC)=[O:12].CO.[CH3:19][NH2:20]>C1(C)C=CC=CC=1.O>[CH3:1][O:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10](=[O:16])[C:11]([NH:20][CH3:19])=[O:12]

Participants

6

Reactant 3

HCID 887MethanolHCID 6329MethylamineHCID 17763240HCID 17763240, compound2×

Product 1

HCID 66936211HCID 66936211, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent2×

Procedure

28.3 g of the ethyl 2-(2-methoxymethyl-phenyl)-2-oxoacetate obtained in (1), 109 g of toluene, and 54.4 g of methanol were mixed, 28.6 g of a 40% aqueous methylamine solution was added while retaining at 25° C., and the mixture was retained at 25° C. for 2 hours. Thereafter, 54.4 g of water was added, 80 g of toluene were further added, this was allowed to stand still, and an organic layer was recovered. The organic layer was washed with 178 g of 5% hydrochloric acid, 54.4 g of an aqueous saturated sodium bicarbonate solution, and 54.4 g of water, respectively, and concentrated with an evaporator to obtain 12.0 g of 2-(2-methoxymethyl-phenyl)-N-methyl-2-oxo-acetamide.

Workup

  1. additionwere mixed
  2. customwhile retaining at 25° C.
  3. customan organic layer was recovered
  4. washThe organic layer was washed with 178 g of 5% hydrochloric acid, 54.4 g of an aqueous saturated sodium bicarbonate solution, and 54.4 g of water
  5. concentrationrespectively, and concentrated with an evaporator

Sources & evidence

ORD record
ord-a9175d9eed6642e681a9723e72a7b5ad
Source dataset
uspto-grants-2012_06
Patent number
US08192967B2

Reaction notes

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