Methanol → HCID 86171058, compound

HRID 1481700Notes

Reaction equation

HRID 1481700 reaction equation
Cl[C:2]1[C:3](=[O:11])[O:4][C:5]([CH2:9][CH3:10])=[C:6]([Cl:8])[N:7]=1.[CH3:12][OH:13]>C(Cl)Cl>[Cl:8][C:6]1[N:7]=[C:2]([O:13][CH3:12])[C:3](=[O:11])[O:4][C:5]=1[CH2:9][CH3:10]

Participants

4

Reactant 2

HCID 887MethanolHCID 14364368HCID 14364368, compound

Product 1

HCID 86171058HCID 86171058, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To solution of 3,5-dichloro-6-ethyl-2H-1,4-oxazin-2-one (10.0 g, 52.0 mmol) in DCM (10 mL) was added dry MeOH (10.4 mL, 257 mmol). The reaction was stirred overnight at room temperature. The mixture was purified via column chromatography using EtOAc/hexanes (gradient 0-10%) to afford 5-chloro-6-ethyl-3-methoxy-2H-1,4-oxazin-2-one (4.54 g, 55%) as an oil.

Workup

  1. customThe mixture was purified via column chromatography

Sources & evidence

ORD record
ord-57d76dc06afc4a9bb55201027b662fd7
Source dataset
uspto-grants-2016_08
Patent number
US09409905B2

Reaction notes

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