Methanol → HCID 18979818, compound

HRID 975493Notes

Reaction equation

HRID 975493 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([CH:8]2[C:14](=[O:15])[CH:13]3[CH2:16][CH:10]([CH2:11][CH2:12]3)[C:9]2=[O:17])=[O:7])=[C:4]([N+:20]([O-:22])=[O:21])[CH:3]=1.[CH3:23]O>S(=O)(=O)(O)O>[CH3:23][O:17][CH:9]1[CH:8]([C:6](=[O:7])[C:5]2[CH:18]=[CH:19][C:2]([Cl:1])=[CH:3][C:4]=2[N+:20]([O-:22])=[O:21])[C:14](=[O:15])[CH:13]2[CH2:16][CH:10]1[CH2:11][CH2:12]2

Participants

4

Reactant 2

HCID 887MethanolHCID 18979817HCID 18979817, compound

Product 1

HCID 18979818HCID 18979818, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

A solution of 3-(4-chloro-2-nitrobenzoyl)-bicyclo[3,2,1]-octane2,4-dione (2.54 mmol) and 2 drops of conc. sulfuric acid in 20 ml of methanol is heated under reflux for 48 hours. The reaction mixture is concentrated and the residue is taken up in ether. The ethereal solution is washed with aqueous sodium bicarbonate and with brine, dried and evaporated to dryness to give 2-methoxy-3-(4-chloro-2-nitrobenzoyl)bicyclo[3,2,1]-octane-4-one.

Workup

  1. temperatureunder reflux for 48 hours
  2. concentrationThe reaction mixture is concentrated
  3. washThe ethereal solution is washed with aqueous sodium bicarbonate and with brine
  4. customdried
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-65e8a87d929b4a10b615604ff3727bfd
Source dataset
uspto-grants-1997_03
Patent number
US05608101

Reaction notes

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