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HCID 20163255, compound → HCID 20163256, compound

HRID 246910
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Reaction equation

HRID 246910 reaction equation
[OH:1][C:2]1[C:22]([CH2:23][CH2:24][CH3:25])=[CH:21][C:5]2[CH:6]=[C:7]([C:9]3[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[C:11]([O:19][CH3:20])[CH:10]=3)[O:8][C:4]=2[CH:3]=1>C(O)(=O)C.[Pd]>[OH:1][C:2]1[C:22]([CH2:23][CH2:24][CH3:25])=[CH:21][C:5]2[CH2:6][CH:7]([C:9]3[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[C:11]([O:19][CH3:20])[CH:10]=3)[O:8][C:4]=2[CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 20163255HCID 20163255, compound

Product 1

HCID 20163256HCID 20163256, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of 6-Hydroxy-2-(3,4,5-trimethoxyphenyl)-5-propylbenzofuran (200 mg) in glacial acetic acid (1 ml) containing 10% palladium-on-charcoal was hydrogenated for 2.5 hours. The mixture was filtered and the filtrate was evaporated in vacuo to give 6-hydroxy-2-(3,4,5-trimethoxyphenyl)-5-propyl-2,3-dihydrobenzofuran (155 mg).

Workup

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

Sources & evidence

ORD record
ord-f4bdaa985ef64a90aeaa46c2dc0d050a
Source dataset
uspto-grants-1987_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04704462

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes