O-Methylhydroxylamine → HCID 178526360, compound

HRID 1362900Notes

Reaction equation

HRID 1362900 reaction equation
[Cl:1][C:2]1[N:7]=[N:6][C:5](/[N:8]=[C:9](\Cl)/[C:10]([F:13])([F:12])[F:11])=[CH:4][CH:3]=1.C[O:16][NH2:17]>O1CCCC1>[Cl:1][C:2]1[N:7]=[N:6][C:5]([NH:8]/[C:9](=[N:17]\[OH:16])/[C:10]([F:13])([F:12])[F:11])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 4113O-MethylhydroxylamineHCID 178506325HCID 178506325, compound

Product 1

HCID 178526360HCID 178526360, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4.5 g (18 mmol) of the crude product of Step B in 150 mL tetrahydrofuran was carefully added 2 mL aqueous 50% methoxyamine. The resulting solution was stirred under nitrogen at ambient temperature. After 1 h the solution was concentrated in vacuo then dissolved in 100 mL ethyl acetate and washed sequentially with saturated aqueous sodium bicarbonate solution and saturated aqueous brine (100 mL each). The organic phase was then dried over magnesium sulfate, filtered, and evaporated in vacuo to yield a crude oil.

Workup

  1. concentrationAfter 1 h the solution was concentrated in vacuo
  2. dissolutionthen dissolved in 100 mL ethyl acetate
  3. washwashed sequentially with saturated aqueous sodium bicarbonate solution and saturated aqueous brine (100 mL each)
  4. dry with materialThe organic phase was then dried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customto yield a crude oil

Sources & evidence

ORD record
ord-c1bed97882614b2bae1281e85b833931
Source dataset
uspto-grants-2011_02
Patent number
US07884104B2

Reaction notes

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