Cyclohexene → HCID 85893940, compound

HRID 262087Notes

Reaction equation

HRID 262087 reaction equation
I[C:2]1([CH2:17][C:18]([OH:20])=[O:19])[CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:9]=[C:5]2[CH:6]=[CH:7][CH:8]=[C:4]2[O:3]1.C1CCCCC=1.[N+:27]([O-:32])([N+]([O-])=O)=[O:28]>C(Cl)(Cl)Cl>[N+:27]([C:2]1([CH2:17][C:18]([OH:20])=[O:19])[CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:9]=[C:5]2[CH:6]=[CH:7][CH:8]=[C:4]2[O:3]1)([O-:32])=[O:28]

Participants

5

Reactant 3

HCID 8079CyclohexeneHCID 25352Nitrogen oxide (N2O4)HCID 70610342HCID 70610342, compound

Product 1

HCID 85893940HCID 85893940, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a solution of 2.2 g. (5.8 mmoles) of 2-iodo-3-phenyl-7-benzofuranacetic acid, 1 g. (5.8 mmoles) of cyclohexene and 175 ml. of chloroform is added 0.9 g. (10 mmoles) of dinitrogen tetroxide in 15 ml. of chloroform. The mixture is stirred for 20 hours, washed with water and made basic with sodium hydroxide. The chloroform layer is acidified with hydrochloric acid, washed with water twice and dried, then evaporated to provide 2-nitro-3-phenyl-7-benzofuranacetic acid, identical to the sample prepared in Example 2.

Workup

  1. washwashed with water
  2. washwashed with water twice
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-45361d195ec14b3ea271720068f7edf4
Source dataset
uspto-grants-1979_05
Patent number
US04153619

Reaction notes

Loading…