7-Methoxy-4-methyl-2H-1-benzopyran → 2,3-Dihydro-7-methoxy-4-methyl-4H-1-benzopyran

HRID 236980Notes

Reaction equation

HRID 236980 reaction equation
[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:6]2[C:7]([CH3:11])=[CH:8][CH2:9][O:10][C:5]=2[CH:4]=1.[H][H]>C(O)C.[Pd]>[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:6]2[CH:7]([CH3:11])[CH2:8][CH2:9][O:10][C:5]=2[CH:4]=1

Participants

5

Reactant 2

HCID 122094127-Methoxy-4-methyl-2H-1-benzopyranHCID 178418361HCID 178418361, compound

Product 1

HCID 134970182,3-Dihydro-7-methoxy-4-methyl-4H-1-benzopyranYield 99.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The alkene mixture of step (b) (29 g) was dissolved in ethanol (300 ml) and hydrogenated in the presence of 5% palladium on charcoal (1.0 g) at 45 psi; until hydrogen uptake had ceased. The catalyst was filtered off through a supercel filter aid and the filtrate was evaporated to give the desired compound 29.2 g (99.4%). NMR and MS analysis were correct for the required compound.

Workup

  1. filtrationThe catalyst was filtered off through a supercel
  2. filtrationfilter aid
  3. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-52de91b2cbf04d3094d9998fed630a42
Source dataset
uspto-grants-1979_06
Patent number
US04159273

Reaction notes

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