HCID 23119185, compound → HCID 23119404, compound

HRID 1819499Notes

Reaction equation

HRID 1819499 reaction equation
[CH3:1][O:2][CH:3]([CH2:17][CH2:18][CH3:19])[C:4]#[C:5][C:6]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[CH2:8][CH2:9][CH2:10][C:11]2=[O:16]>[C].[Pd].C1COCC1>[CH3:1][O:2][CH:3]([CH2:17][CH2:18][CH3:19])[CH2:4][CH2:5][C:6]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[CH2:8][CH2:9][CH2:10][C:11]2=[O:16]

Participants

4

Reactant 1

HCID 23119185HCID 23119185, compound

Product 1

HCID 23119404HCID 23119404, compoundYield 80.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a THF (60 mL) solution of 5-(3-methyloxyhexyn-1-yl)tetralone (5) (11 g) was added 10% palladium-carbon (0.9 g), and the reaction mixture was stirred under a hydrogen gas atmosphere for 5 h. The reaction mixture filtered off, and the filtrate was evaporated. The obtained residue was purified by column chromatography (hexane:ethyl acetate=9:1) to obtain the compoumd (6) 9.0 g.

Workup

  1. filtrationThe reaction mixture filtered off
  2. customthe filtrate was evaporated
  3. customThe obtained residue was purified by column chromatography (hexane:ethyl acetate=9:1)

Sources & evidence

ORD record
ord-f7d76ff4500047a8bb1df9c22c43a391
Source dataset
uspto-grants-2009_10
Patent number
US07601746B2

Reaction notes

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