HCID 20163254, compound → 6-Hydroxy-3-(3,4,5-trimethoxyphenyl)-5-propyl-2,3-dihydrobenzofuran

HRID 246907Notes

Reaction equation

HRID 246907 reaction equation
[CH2:1]([C:4]1[C:5]([OH:25])=[CH:6][C:7]2[O:11][CH:10]=[C:9]([C:12]3[CH:17]=[C:16]([O:18][CH3:19])[C:15]([O:20][CH3:21])=[C:14]([O:22][CH3:23])[CH:13]=3)[C:8]=2[CH:24]=1)[CH:2]=[CH2:3]>C(O)(=O)C.[Pd]>[OH:25][C:5]1[C:4]([CH2:1][CH2:2][CH3:3])=[CH:24][C:8]2[CH:9]([C:12]3[CH:17]=[C:16]([O:18][CH3:19])[C:15]([O:20][CH3:21])=[C:14]([O:22][CH3:23])[CH:13]=3)[CH2:10][O:11][C:7]=2[CH:6]=1

Participants

4

Reactant 1

HCID 20163254HCID 20163254, compound

Product 1

HCID 201632436-Hydroxy-3-(3,4,5-trimethoxyphenyl)-5-propyl-2,3-dihydrobenzofuranYield 68.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of 5-allyl-6-hydroxy-3-(3,4,5-trimethoxyphenyl)benzofuran (130 mg) in glacial acetic acid (1 ml) containing 10% palladium-on-charcoal (50 mg) was hydrogenated for 2.5 h. The mixture was filtered and the filtrate was evaporated to give 6-hydroxy-3-(3,4,5-trimethoxyphenyl)-5-propyl-2,3-dihydrobenzofuran (90 mg).

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-04eb222c13bc40ae94fb375e606daaec
Source dataset
uspto-grants-1987_11
Patent number
US04704462

Reaction notes

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