Nitric Acid → HCID 54148592, compound

HRID 863481Notes

Reaction equation

HRID 863481 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([Br:19])=[C:9]2[C:14]=1[CH2:13][CH:12]([O:15][C:16](=[O:18])[CH3:17])[CH2:11][CH2:10]2)(=[O:3])[CH3:2].[N+:20]([O-])([OH:22])=[O:21]>FC(F)(F)C(O)=O>[C:1]([NH:4][C:5]1[C:6]([N+:20]([O-:22])=[O:21])=[CH:7][C:8]([Br:19])=[C:9]2[C:14]=1[CH2:13][CH:12]([O:15][C:16](=[O:18])[CH3:17])[CH2:11][CH2:10]2)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 67656859HCID 67656859, compound

Product 1

HCID 54148592HCID 54148592, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of acetic acid 8-acetylamino-5-bromo-1,2,3,4-tetrahydronaphthalen-2-yl ester (2.6 g, 8 mmol) in 40 mL of trifluoroacetic acid was cooled in an ice bath. Fuming nitric acid (2 mL) was added dropwise and the mixture was stirred for 2.5 h. The solvent was removed by rotoevaporation, and water was added to the residue which induced solidification. The solid was collected by filtration, washed with ether and dried to give the product (2.4 g) in 81% yield.

Workup

  1. customThe solvent was removed by rotoevaporation, and water
  2. additionwas added to the residue which
  3. filtrationThe solid was collected by filtration
  4. washwashed with ether
  5. customdried

Sources & evidence

ORD record
ord-01c6b75e6f584cd9b28a8b79e1edb6af
Source dataset
uspto-grants-1998_02
Patent number
US05721234

Reaction notes

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