Water → 4'-Hydroxy-3'-methoxy-5'-nitro-2-bromoisobutyrophenone

HRID 2395725Notes

Reaction equation

HRID 2395725 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:13])[C:9]([Br:12])([CH3:11])[CH3:10])=[CH:4][C:3]=1[O:14][CH3:15].[N+:16]([O-])([OH:18])=[O:17].ClCCl.O>ClCCl>[OH:1][C:2]1[C:7]([N+:16]([O-:18])=[O:17])=[CH:6][C:5]([C:8](=[O:13])[C:9]([Br:12])([CH3:11])[CH3:10])=[CH:4][C:3]=1[O:14][CH3:15]

Participants

5

Reactant 3

HCID 962WaterHCID 189903364'-Hydroxy-3'-methoxy-2-bromoisobutyrophenoneHCID 20264123HNO3 dichloromethane

Product 1

HCID 189903974'-Hydroxy-3'-methoxy-5'-nitro-2-bromoisobutyrophenone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4'-hydroxy-3'-methoxy-2-bromoisobutyrophenone (10.0 g) in dichloromethane (80 ml) was gradually added 2M HNO3 -dichloromethane (19 ml). The mixture was stirred for 2 hours at 10° C. after which water (100 ml) was added. The organic phase was separated, dried over Na2SO4 and evaporated to dryness. Ether (20 ml) was added. The resulting crystals were filtered and washed with ether. Yield 3.3 g.

Workup

  1. additionwas added
  2. customThe organic phase was separated
  3. dry with materialdried over Na2SO4
  4. customevaporated to dryness
  5. additionEther (20 ml) was added
  6. filtrationThe resulting crystals were filtered
  7. washwashed with ether

Sources & evidence

ORD record
ord-6ea78b2a36274249a1145ea3a842b98d
Source dataset
uspto-grants-1996_02
Patent number
US05489614

Reaction notes

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