Ammonium Chloride → 3-Methoxy-5-isoxazolemethanol

HRID 54418Notes

Reaction equation

HRID 54418 reaction equation
[CH3:1][O:2][C:3]1[CH:7]=[C:6]([C:8](OCC)=[O:9])[O:5][N:4]=1.[BH4-].[Li+].[Cl-].[NH4+]>O1CCCC1>[OH:9][CH2:8][C:6]1[O:5][N:4]=[C:3]([O:2][CH3:1])[CH:7]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 4148881Lithium borohydrideHCID 199588173-Methoxy-5-carbethoxy-isoxazole

Product 1

HCID 106782583-Methoxy-5-isoxazolemethanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 7.0 g 3-methoxy-5-carbethoxy-isoxazole in 80 ml tetrahydrofuran a 2m solution of lithiumborohydride in tetrahydrofuran was added at 15°-20° C. The reaction mixture was stirred for 2 h at room temperature, then poured into saturated ammoniumchloride solution and extracted with dichloromethane. The organic phase was dried over magnesium sulfate and evaporated togive 4.87 g alcohol.

Workup

  1. extractionextracted with dichloromethane
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. customevaporated togive 4.87 g alcohol

Sources & evidence

ORD record
ord-7ec27cc78268492a9df98576216b4907
Source dataset
uspto-grants-1997_04
Patent number
US05622953

Reaction notes

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