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

HRID 982394Notes

Reaction equation

HRID 982394 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 vaco 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 vaco

Sources & evidence

ORD record
ord-cc2096fb3ade4213ba15a74485b96ba4
Source dataset
uspto-grants-1991_02
Patent number
US04996218

Reaction notes

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