[6-[(6-Bromohexyl)oxy]-1-hexynyl]pyrazine → [6-[(6-Bromohexyl)oxy]hexyl]pyrazine

HRID 1886028Notes

Reaction equation

HRID 1886028 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]#[C:14][C:15]1[CH:20]=[N:19][CH:18]=[CH:17][N:16]=1>C(O)C.[Pd]>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[N:19][CH:18]=[CH:17][N:16]=1

Participants

4

Reactant 1

HCID 19876775[6-[(6-Bromohexyl)oxy]-1-hexynyl]pyrazine

Product 1

HCID 19876745[6-[(6-Bromohexyl)oxy]hexyl]pyrazineYield 87.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

A solution of [6-[(6-bromohexyl)oxy]-1-hexynyl]pyrazine (2.76 g) in ethanol (70 ml) was added to a pre-hydrogenated suspension of 10% palladium on carbon (2.00 g) in ethanol (50 ml) and hydrogenated at room temperature and pressure for 11 h. The mixture was filtered through hyflo and evaporated in vacuo to afford the title compound as a colourless oil (2.45 g), t.l.c. (ether) Rf 0.55.

Workup

  1. filtrationThe mixture was filtered through hyflo
  2. customevaporated in vacuo

Sources & evidence

ORD record
ord-63bc457d41ff46f29a159da37cc68b84
Source dataset
uspto-grants-1992_09
Patent number
US05149698

Reaction notes

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