HCID 23114209, compound → HCID 23114260, compound

HRID 2376527Notes

Reaction equation

HRID 2376527 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[C:14]3[C:15]([CH3:29])=[C:16]([NH:21][C:22](=[O:28])[CH2:23][C:24]([CH3:27])([CH3:26])[CH3:25])[C:17]([CH3:20])=[C:18]([CH3:19])[C:13]=3[O:12][CH2:11]2)=[CH:6][C:5]=1[O:30][CH3:31])([CH3:3])=[CH2:2]>[Pd].C(O)C>[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[C:14]3[C:15]([CH3:29])=[C:16]([NH:21][C:22](=[O:28])[CH2:23][C:24]([CH3:25])([CH3:27])[CH3:26])[C:17]([CH3:20])=[C:18]([CH3:19])[C:13]=3[O:12][CH2:11]2)=[CH:6][C:5]=1[O:30][CH3:31])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 23114209HCID 23114209, compound

Product 1

HCID 23114260HCID 23114260, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixed solution of N-(3-(4-isopropenyl-3-methoxyphenyl)-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide (1.93 g, 4.58 mmol) obtained in Example 184 and 10% palladium on carbon (water content: 50%, 193 mg) in ethanol (10 mL) was stirred at room temperature for 2 hours under a hydrogen atmosphere. The catalyst was filtered and the filtrate was concentrated to give 1.80 g (yield: 93%) of the title compound. Melting point: 170-171° C. (ethyl acetate-hexane).

Workup

  1. filtrationThe catalyst was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-a932c0d03b2445169dda7fa7177077b9
Source dataset
uspto-grants-2008_12
Patent number
US07465815B2

Reaction notes

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