Nitric Acid → HCID 70467132, compound

HRID 745845Notes

Reaction equation

HRID 745845 reaction equation
[C:1]([N:4]1[C:13]2[CH:8]([CH2:9][CH:10]=[CH:11][CH:12]=2)[CH:7]([CH3:14])[CH2:6][C:5]1([CH3:16])[CH3:15])(=[O:3])[CH3:2].[N+:17]([O-])([OH:19])=[O:18]>C(OC(=O)C)(=O)C>[C:1]([N:4]1[C:13]2[CH:8]([CH2:9][C:10]([N+:17]([O-:19])=[O:18])=[CH:11][CH:12]=2)[CH:7]([CH3:14])[CH2:6][C:5]1([CH3:15])[CH3:16])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 70467100HCID 70467100, compound

Product 1

HCID 70467132HCID 70467132, compoundYield 85.1%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent2×

Conditions

Temperature
0 °C

Procedure

86.8 g of N-acetyl-2,2,4-trimethyltetrahydroquinoline are dissolved in 600 ml of acetic anhydride and the solution is cooled to 0° C. 28 g of fuming nitric acid in 50 ml of acetic anhydride are now added dropwise. The mixture is kept at 0° C. for a further 30 minutes and is then stirred overnight at room temperature. It is poured onto water and the precipitate is filtered off with suction. 89 g of 1-acetyl-2,2,4-trimethyl-6-nitrotetrahydroquinoline of melting point 91° C. are obtained.

Workup

  1. additionIt is poured onto water
  2. filtrationthe precipitate is filtered off with suction

Sources & evidence

ORD record
ord-ab0c223790b743809a0ab558d745deb1
Source dataset
uspto-grants-1986_07
Patent number
US04600776

Reaction notes

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