Ethyl Acetate → HCID 49764902, compound

HRID 384988Notes

Reaction equation

HRID 384988 reaction equation
[CH3:1][CH:2]([CH2:9][CH:10]([CH3:12])[CH3:11])[CH:3]([OH:8])[CH2:4][N+:5]([O-:7])=[O:6].[C:13](OCC)(=[O:15])[CH3:14]>N1C=CC=CC=1.C(OC(=O)C)(=O)C>[C:13]([O:8][CH:3]([CH:2]([CH3:1])[CH2:9][CH:10]([CH3:12])[CH3:11])[CH2:4][N+:5]([O-:7])=[O:6])(=[O:15])[CH3:14]

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 49764771HCID 49764771, compound

Product 1

HCID 49764902HCID 49764902, compoundYield 87.3%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 7918Acetic AnhydrideSolvent

Procedure

After dissolving 7.8 g of 3,5-dimethyl-1-nitro-2-hexanol in 30 ml of pyridine, 10 ml of acetic anhydride were added thereto, and the solution was stirred at room temperature for 2.5 hours. Ethyl acetate was added to the solution, and the organic layer was washed with 1 mol/l of aqueous hydrochloric acid and saturated saline. The organic layer was dried with magnesium sulfate and concentrated, and then purified by silica gel chromatography (hexane/ethyl acetate=10/1), thereby obtaining 8.4 g of 3,5-dimethyl-1-nitrohex-2-yl acetate (yield: 87.3%).

Workup

  1. additionwere added
  2. washthe organic layer was washed with 1 mol/l of aqueous hydrochloric acid and saturated saline
  3. dry with materialThe organic layer was dried with magnesium sulfate
  4. concentrationconcentrated
  5. custompurified by silica gel chromatography (hexane/ethyl acetate=10/1)

Sources & evidence

ORD record
ord-83dd8eedcbfd423b93af6b9f49a77be1
Source dataset
uspto-grants-2013_02
Patent number
US08367846B2

Reaction notes

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