Methanol → HCID 67172260, compound

HRID 1895825Notes

Reaction equation

HRID 1895825 reaction equation
[OH:1][C:2]1[C:14]2[CH:15]=[C:16]([CH3:19])[CH:17]=[CH:18][C:13]=2[C:12]2[C:11]3[CH:10]=[CH:9][C:8]([CH3:20])=[CH:7][C:6]=3[CH:5]([C:21]([OH:23])=[O:22])[C:4]=2[CH:3]=1.[CH3:24]O>OS(O)(=O)=O>[OH:1][C:2]1[C:14]2[CH:15]=[C:16]([CH3:19])[CH:17]=[CH:18][C:13]=2[C:12]2[C:11]3[CH:10]=[CH:9][C:8]([CH3:20])=[CH:7][C:6]=3[CH:5]([C:21]([O:23][CH3:24])=[O:22])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 67172215HCID 67172215, compound

Product 1

HCID 67172260HCID 67172260, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

The product of Step 2 (4.5 g) was dissolved in MeOH (200 mL) and 3 drops of H2SO4 were added. The mixture was heated to reflux for 3 hrs and cooled to room temperature. After evaporation of the solvent, the resulting residue was dissolved in DCM (150 mL) and washed with brine (50 mL). The organic layer was collected and the solvent evaporated to afford the product methyl 5-hydroxy-3,9-dimethyl-7H-benzo[c]fluorene-7-carboxylate (4.5 g). MS analysis supported the molecular weight of the product.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 3 hrs
  3. customAfter evaporation of the solvent
  4. dissolutionthe resulting residue was dissolved in DCM (150 mL)
  5. washwashed with brine (50 mL)
  6. customThe organic layer was collected
  7. customthe solvent evaporated

Sources & evidence

ORD record
ord-b3f4743d2c2749b28e74788d8e071c2e
Source dataset
uspto-grants-2013_08
Patent number
US08518305B2

Reaction notes

Loading…