Tetrahydrofuran → 7-Hydroxychromanone

HRID 2194944Notes

Reaction equation

HRID 2194944 reaction equation
O[C:2]1[C:3](=[O:12])[O:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.C1C[O:16]CC1>[OH-].[Pd+2].[OH-]>[OH:16][C:7]1[CH:6]=[C:5]2[C:10]([CH2:11][CH2:2][C:3](=[O:12])[O:4]2)=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 8028TetrahydrofuranHCID 136503-Hydroxycoumarin

Product 1

HCID 2981307-Hydroxychromanone

Reagents, catalysts & solvents 1

HCID 9942167Palladium hydroxideCatalyst

Procedure

A solution of hydroxycoumarin (2.0 g, TCI) in anhydrous THF (50 ml) was added with 10% palladium hydroxide/activated carbon (1.0 g, WAKO), and stirred at room temperature for 2 hours under hydrogen atmosphere. The atmosphere was replaced with nitrogen gas, and then the insoluble matters were removed by filtration through Celite. The solvent was evaporated under reduced pressure to obtain the title compound (2.0 g).

Workup

  1. customthe insoluble matters were removed by filtration through Celite
  2. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-0874e7d6a25f4b48a3c26f0fa191d965
Source dataset
uspto-grants-2012_12
Patent number
US08334314B2

Reaction notes

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