Ethyl (E)-3-[5,6-dimethoxy-3-(4-methoxyphenoxy)-benzo[b]thiophen-2-yl]-propenoat → Ethyl 3-[5,6-dimethoxy-3-(4-methoxyphenoxy)-benzo[b]thiophen-2-yl]-propanoate

HRID 1004123Notes

Reaction equation

HRID 1004123 reaction equation
[CH3:1][O:2][C:3]1[C:27]([O:28][CH3:29])=[CH:26][C:6]2[S:7][C:8](/[CH:19]=[CH:20]/[C:21]([O:23][CH2:24][CH3:25])=[O:22])=[C:9]([O:10][C:11]3[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=3)[C:5]=2[CH:4]=1.[H][H]>CO.[Pd]>[CH3:1][O:2][C:3]1[C:27]([O:28][CH3:29])=[CH:26][C:6]2[S:7][C:8]([CH2:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[C:9]([O:10][C:11]3[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=3)[C:5]=2[CH:4]=1

Participants

5

Reactant 2

HCID 9888011Ethyl (E)-3-[5,6-dimethoxy-3-(4-methoxyphenoxy)-benzo[b]thiophen-2-yl]-propenoatHCID 178418361HCID 178418361, compound

Product 1

HCID 18794385Ethyl 3-[5,6-dimethoxy-3-(4-methoxyphenoxy)-benzo[b]thiophen-2-yl]-propanoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution containing 0.8 mmol of the product obtained in Example 9 in 20 ml of methanol, and 0.2 g of 10% Pd/C is maintained at 40° C. for 24 hours under a stream of hydrogen. Filtration and concentration under reduced pressure and chromatography over silica gel (cyclohexane/ethyl acetate: 80/20) enable the expected product to be isolated.

Workup

  1. filtrationFiltration and concentration under reduced pressure and chromatography over silica gel (cyclohexane/ethyl acetate: 80/20)
  2. customto be isolated

Sources & evidence

ORD record
ord-f6dfed5b4b3c46ff8a87a7c8b3e2d163
Source dataset
uspto-grants-2000_04
Patent number
US06048875

Reaction notes

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