7-(phenylmethoxy)-8-(3-phenylpropyl)-4H-1-benzopyran-4-one → HCID 15296555, compound

HRID 2210079Notes

Reaction equation

HRID 2210079 reaction equation
C1(C[O:8][C:9]2[CH:19]=[CH:18][C:12]3[C:13](=[O:17])[CH:14]=[CH:15][O:16][C:11]=3[C:10]=2[CH2:20][CH2:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)C=CC=CC=1>[Pd].CO.C(OCC)(=O)C>[OH:8][C:9]1[CH:19]=[CH:18][C:12]2[C:13](=[O:17])[CH2:14][CH2:15][O:16][C:11]=2[C:10]=1[CH2:20][CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 1

HCID 193799267-(phenylmethoxy)-8-(3-phenylpropyl)-4H-1-benzopyran-4-one

Product 1

HCID 15296555HCID 15296555, compoundYield 44.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

Catalytic hydrogenation of 7-(phenylmethoxy)-8-(3-phenylpropyl)-4H-1-benzopyran-4-one, from the preceding example, was carried out over 10% palladium on carbon at room temperature and 1 atmosphere, in 1:1 methanol-ethyl acetate. The crude product was purified by chromatography on silica gel, eluting with ether-dichloromethane mixtures. The title compound, a colorless solid, mp 110°-112° C. (recrystallized from hexane-ether), was obtained in 44.9% yield.

Workup

  1. customThe crude product was purified by chromatography on silica gel
  2. washeluting with ether-dichloromethane mixtures
  3. customThe title compound, a colorless solid, mp 110°-112° C. (recrystallized from hexane-ether)
  4. customwas obtained in 44.9% yield

Sources & evidence

ORD record
ord-4923a95dfad641a89b51f0bf9d9089d7
Source dataset
uspto-grants-1995_10
Patent number
US05457124

Reaction notes

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