Nitric Acid → HCID 21406506, compound

HRID 972264Notes

Reaction equation

HRID 972264 reaction equation
[CH3:1][CH:2]([C:6]1[CH:18]=[CH:17][C:16]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH2:9][C:8]=2[CH:7]=1)[C:3]([OH:5])=[O:4].[N+:19]([O-])([OH:21])=[O:20]>C(O)(=O)C>[N+:19]([C:12]1[CH:11]=[C:10]2[C:15]([C:16]3[CH:17]=[CH:18][C:6]([CH:2]([CH3:1])[C:3]([OH:5])=[O:4])=[CH:7][C:8]=3[CH2:9]2)=[CH:14][CH:13]=1)([O-:21])=[O:20]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 37589(+-)-Cicloprofen

Product 1

HCID 21406506HCID 21406506, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A suspension of α-methylfluorene-2-acetic acid (11.9 g) in acetic acid (10 ml) is stirred and heated to 60°, and then treated dropwise with concentrated nitric acid (12.7 ml) over a 0.5 hour period. The temperature is kept at 80° by cooling. After the addition is completed, the mixture is heated at 80° for 15 minutes then cooled. The crystalline material is collected by filtration to give 7.5 g, mp 206°-209° of the titled product. The analytical sample is prepared by recrystallization from acetic acid, mp 215°-216°.

Workup

  1. temperatureheated to 60°
  2. customis kept at 80°
  3. temperatureby cooling
  4. additionAfter the addition
  5. temperaturethe mixture is heated at 80° for 15 minutes
  6. temperaturethen cooled
  7. filtrationThe crystalline material is collected by filtration

Sources & evidence

ORD record
ord-f2357f0fb9714d0e801b5c2b3d8f90e8
Source dataset
uspto-grants-1977_10
Patent number
US04052436

Reaction notes

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