Methylumbelliferone → 7-Methoxychroman-2-one

HRID 984113

Reaction equation

HRID 984113 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9](=[O:13])[O:10]2)=[CH:5][CH:4]=1.COC(=O)CCC1C=C(SC#N)C(OC)=CC=1O>[Pd]>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][C:9](=[O:13])[O:10]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 10748MethylumbelliferoneHCID 207659993-(2-Hydroxy-4-methoxy-5-thiocyanato-phenyl)-propionic acid methyl ester2×

Product 1

HCID 123898377-Methoxychroman-2-oneYield 96%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Compound 14A was prepared by hydrogenation of 7-methoxy-chromen-2-one catalyzed by 10% Pd/C in 96% yield. MS: 179 (M+1)+. Preparation of 3-(2-Hydroxy-4-methoxy-5-thiocyanato-phenyl)-propionic acid methyl ester (Compound 14B)

Sources & evidence

ORD record
ord-1c2850498de34c9cb7ab5dcc9d76c390
Source dataset
uspto-grants-2005_03
Patent number
US06867224B2

Linked notes

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