Hydrochloric Acid → (+/-)-cis1,2-Dimethoxy-4-(2-nitrocyclohexyl)benzene

HRID 1016283Notes

Reaction equation

HRID 1016283 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]2[CH2:14][CH:13]=[CH:12][CH2:11][C@@H:10]2[N+:15]([O-:17])=[O:16])=[CH:5][C:4]=1[O:18][CH3:19].Cl>CO.[Pd]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]2[CH2:14][CH2:13][CH2:12][CH2:11][C@@H:10]2[N+:15]([O-:17])=[O:16])=[CH:5][C:4]=1[O:18][CH3:19]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 15389588(+/-)-cis-1 2-Dimethoxy-4-(2-nitrocyclohex-4-enyl)benzene

Product 1

HCID 15389590(+/-)-cis1,2-Dimethoxy-4-(2-nitrocyclohexyl)benzene

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

8.4 g of (+/−)-cis-1,2-dimethoxy-4-(2-nitrocyclohex-4-enyl)benzene are dissolved in 450 ml of methanol, treated with 2 ml of conc. hydrochloric acid and hydrogenated after addition of 500 mg of 10% strength Pd/C. The reaction mixture is filtered and the filtrate is concentrated. M.p.: 84-86.5° C.

Workup

  1. filtrationThe reaction mixture is filtered
  2. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-ff1ae235154e447ba4884da0df5479d1
Source dataset
uspto-grants-2002_11
Patent number
US06476025B1

Reaction notes

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