Nitric Acid → HCID 20342728, compound

HRID 2049898Notes

Reaction equation

HRID 2049898 reaction equation
CCOCC.[C:6]1([CH3:16])[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[O:12][CH:13]([CH3:15])[CH3:14].C(OC(=O)C)(=O)C.[N+:24]([O-])([OH:26])=[O:25]>C(O)(=O)C.O>[CH:13]([O:12][C:7]1[CH:8]=[CH:9][C:10]([N+:24]([O-:26])=[O:25])=[CH:11][C:6]=1[CH3:16])([CH3:14])[CH3:15]

Participants

7

Reactant 4

HCID 944Nitric AcidHCID 3283Diethyl EtherHCID 7918Acetic AnhydrideHCID 141785Benzene, 1-methyl-2-(1-methylethoxy)-

Product 1

HCID 20342728HCID 20342728, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolvent2×HCID 962WaterSolvent

Conditions

Temperature
6 °C

Procedure

To a chilled (6° C.) solution contaning 31.8 g (0.2 mol) of the ether prepared as in (a) above and 28.7 g of acetic anhydride in 200 ml of glacial acetic acid was added dropwise a solution of 13.9 g (0.22 mol) of 90% nitric acid in 100 ml of glacial acetic acid. The reaction mixture was allowed to stand at ambient temperature for 12 hours, poured into water and extracted with methylene chloride. The extract was washed with 5% sodium carbonate, water, dried, and concentrated to give 21.8 g of product as an amber oil.

Workup

  1. extractionextracted with methylene chloride
  2. washThe extract was washed with 5% sodium carbonate, water
  3. customdried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-841dcbfdc1dd48bb82b15ea78b8659d0
Source dataset
uspto-grants-1980_04
Patent number
US04199347

Reaction notes

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