Coumarin → Dihydrocoumarin

HRID 2059028Notes

Reaction equation

HRID 2059028 reaction equation
[O:1]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:2]1=[O:3]>C(OCC)(=O)C.[Pt]=O>[CH:8]1[CH:9]=[CH:10][C:11]2[O:1][C:2](=[O:3])[CH2:4][CH2:5][C:6]=2[CH:7]=1

Participants

4

Reactant 1

HCID 323Coumarin

Product 1

HCID 660Dihydrocoumarin

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 8857Ethyl AcetateSolvent

Procedure

Coumarin (30 g, 0.205 moles) is reduced on the Parr apparatus in 200 ml ethyl acetate with 1 g platinum oxide at 40 psi. When the uptake ceased (ca. 1 hr.) the catalyst is removed by filtration and the filtrate evaporated to give a quantitate yield of dihydrocoumarin.

Workup

  1. custom(ca. 1 hr.)
  2. customis removed by filtration
  3. customthe filtrate evaporated

Sources & evidence

ORD record
ord-0084de63c87443a886a1c5f9620279f2
Source dataset
uspto-grants-1982_03
Patent number
US04321270

Reaction notes

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