HCID 54681443, compound → 4-Hydroxy-6-phenyl-3-(2-phenylethyl)-2H-pyran-2-one

HRID 2393991Notes

Reaction equation

HRID 2393991 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[O:5][C:4](=[O:14])[C:3]=1[CH:15](SC1C=CC=CC=1)[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>[Ni].C(O)C>[OH:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[O:5][C:4](=[O:14])[C:3]=1[CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 1

HCID 54681443HCID 54681443, compound

Product 1

HCID 546814174-Hydroxy-6-phenyl-3-(2-phenylethyl)-2H-pyran-2-one

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

The title compound was prepared by Method F using Raney-Nickel (Grace 3100), ethanol (20 mL), 4-hydroxy-6-phenyl-3-[2-phenyl-1-(phenylthio)ethyl]-2H-pyran-2-one (0.425 g, 1.06 mmol). m.p. dec. >255° C.; 1H NMR (400 MHz, DMSO-d6) δ 2.65 (dd, 2 H), 2.71 (dd, 2 H), 6.68 (s, 1 H), 7.23 (m, 3 H), 7.52 (m, 3 H), 7.76 (m, 2 H), 11.85 (bs, 1 H).

Workup

  1. custom>255° C.

Sources & evidence

ORD record
ord-95c0126a73844150bde63a9ab996d693
Source dataset
uspto-grants-1998_09
Patent number
US05808062

Reaction notes

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