Sodium Nitrite → HCID 178494995, compound

HRID 1509557Notes

Reaction equation

HRID 1509557 reaction equation
[N:1]([O-:3])=O.[Na+].[CH3:5][O:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11](=[O:17])[CH2:12][C:13]([O:15][CH3:16])=[O:14]>C(O)(=O)C.O>[OH:3][N:1]=[C:12]([C:11](=[O:17])[CH2:10][CH2:9][CH2:8][CH2:7][O:6][CH3:5])[C:13]([O:15][CH3:16])=[O:14]

Participants

5

Reactant 2

HCID 23668193Sodium NitriteHCID 58355424Methyl 7-methoxy-3-oxoheptanoate

Product 1

HCID 178494995HCID 178494995, compoundYield 102.4%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

To an aqueous solution (20 ml) of sodium nitrite (2.20 g) was added dropwise a solution of methyl 7-methoxy-3-oxoheptanoate (5.00 g) obtained in Reference Example 359 in acetic acid (5 ml) under ice-cooling, and the reaction mixture was stirred at room temperature for 3 hr. The reaction mixture was diluted with water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give the object product (5.91 g).

Workup

  1. temperaturecooling
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extract was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-88bef8a29edf4e30bd97baa9a1959071
Source dataset
uspto-grants-2015_12
Patent number
US09221836B2

Reaction notes

Loading…