Cyclohexene → 2-amino-5-(2,6-dimethyl-4-morpholinyl)Benzoic acid

HRID 2195686Notes

Reaction equation

HRID 2195686 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH:17]([CH3:19])[O:16][CH:15]([CH3:20])[CH2:14]2)=[CH:9][C:5]=1[C:6]([OH:8])=[O:7])([O-])=O.C1CCCCC=1>[Pd]>[NH2:1][C:4]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH:17]([CH3:19])[O:16][CH:15]([CH3:20])[CH2:14]2)=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]

Participants

4

Reactant 2

HCID 8079CyclohexeneHCID 431767115-(2,6-Dimethylmorpholin-4-yl)-2-nitrobenzoic acid

Product 1

HCID 548884412-amino-5-(2,6-dimethyl-4-morpholinyl)Benzoic acid

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The mixture of 6 g 2-nitro-5-(2,6-dimethylmorpholin-4-yl)benzoic acid, 15 ml cyclohexene and 3 g Pd/C (10%) is heated under reflux for 6 hours. The hot reaction mixture is filtered through a celite pad. After evaporation of the filtrate 4.8 g title product is obtained (MH+: 251).

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 6 hours
  3. filtrationThe hot reaction mixture is filtered through a celite pad
  4. customAfter evaporation of the filtrate 4.8 g title product
  5. customis obtained (MH+: 251)

Sources & evidence

ORD record
ord-433cddb174df4f15ace534a9d53a86bf
Source dataset
uspto-grants-2012_12
Patent number
US08338411B2

Reaction notes

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