Nitric Acid → HCID 19696247, compound

HRID 863517Notes

Reaction equation

HRID 863517 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[Br:14])[CH:10]([CH2:15][CH2:16][C:17]([OH:19])=[O:18])[CH2:9][CH2:8]2)(=[O:3])[CH3:2].FC(F)(F)C(O)=O.[N+:27]([O-])([OH:29])=[O:28]>>[C:1]([NH:4][C:5]1[C:6]([N+:27]([O-:29])=[O:28])=[C:7]2[C:11](=[CH:12][C:13]=1[Br:14])[CH:10]([CH2:15][CH2:16][C:17]([OH:19])=[O:18])[CH2:9][CH2:8]2)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 6422Trifluoroacetic acidHCID 19696159HCID 19696159, compound

Product 1

HCID 19696247HCID 19696247, compound

Procedure

A mixture of 5-acetamido-6-bromo-2-carboxyethylindane (7 g, 20 mmol) and trifluoroacetic acid (150 mL) was cooled in an ice bath and treated with fuming nitric acid (10 mL). After 2 h at 0° C., the solvent was removed and the residue solidified upon addition of water. The solid was collected by filtration, washed with ether and dried. Crystallization from hot toluene gave the pure product (7 g).

Workup

  1. temperaturewas cooled in an ice bath
  2. customthe solvent was removed
  3. additionthe residue solidified upon addition of water
  4. filtrationThe solid was collected by filtration
  5. washwashed with ether
  6. customdried
  7. customCrystallization from hot toluene

Sources & evidence

ORD record
ord-56ed5bb91cef42369c920b0e7f52ab53
Source dataset
uspto-grants-1998_02
Patent number
US05721234

Reaction notes

Loading…