(+-)-Methionine → 5-Methoxy-2-nitrophenol

HRID 1167633Notes

Reaction equation

HRID 1167633 reaction equation
CO[C:3]1[C:4]([O:12]C)=[C:5]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:7][CH:8]=1.NC([C:20](O)=[O:21])CCSC.O>CS(O)(=O)=O>[OH:12][C:4]1[CH:3]=[C:8]([O:21][CH3:20])[CH:7]=[CH:6][C:5]=1[N+:9]([O-:11])=[O:10]

Participants

5

Reactant 3

HCID 876(+-)-MethionineHCID 962WaterHCID 10976136HCID 10976136, compound

Product 1

HCID 2196355-Methoxy-2-nitrophenol

Reagents, catalysts & solvents 1

HCID 6395Methanesulfonic AcidSolvent

Procedure

To a solution of dimethoxynitrobenzene (30.0 g, 0.163 mol) in 99% methanesulfonic acid (300 ml) was added dl-methionine (31.8 g, 0.212 mol) and the mixture was stirred at rt for 24 h. The solution was poured onto ice and stirred with water (1.5 l). The precipitate was filtered and washed with water. The title compound was collected as a yellow solid (23.1 g, 84%).

Workup

  1. additionThe solution was poured onto ice
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customThe title compound was collected as a yellow solid (23.1 g, 84%)

Sources & evidence

ORD record
ord-806cecb8167c4fd08d213a5f7be678c0
Source dataset
uspto-grants-2003_09
Patent number
US06620826B2

Reaction notes

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