7-Hydroxy-4-benzopyrone → Chroman-7-ol

HRID 333039

Reaction equation

HRID 333039 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=O)[CH:7]=[CH:8][O:9]2)=[CH:4][CH:3]=1.[H][H]>[C].[Pd].C(O)C>[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH2:8][O:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 54092797-Hydroxy-4-benzopyroneHCID 178418361HCID 178418361, compound

Product 1

HCID 12236542Chroman-7-olYield 95%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a 1000 mL round bottomed flask, 0.15 mol of 7-hydroxychromone, and then 2.50 g of 5% palladium carbon and 300 mL of ethanol were added. Subsequently, hydrogen was passed into the flask, and the reaction was carried out for 48 hours at 50° C. Palladium carbon was removed by sucking filtration, and ethanol was removed by rotary evaporation. Then 21.39 g of 7-hydroxychroman was obtained, with a yield of 92.4% and MS m/z (M)150.

Workup

  1. customPalladium carbon was removed
  2. filtrationfiltration, and ethanol
  3. customwas removed by rotary evaporation

Sources & evidence

ORD record
ord-d74c087b0fb84a85bc5ff7065147cb01
Source dataset
uspto-grants-2014_11
Patent number
US08877949B2

Linked notes

Loading…