2-(n-Hex-1-enyl)-4-bromo thiophene → 4-Bromo-2-hexylthiophene

HRID 1463257Notes

Reaction equation

HRID 1463257 reaction equation
[CH:1]([C:7]1[S:8][CH:9]=[C:10]([Br:12])[CH:11]=1)=[CH:2][CH2:3][CH2:4][CH2:5][CH3:6].[H][H]>>[CH2:1]([C:7]1[S:8][CH:9]=[C:10]([Br:12])[CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

3

Reactant 2

HCID 542965352-(n-Hex-1-enyl)-4-bromo thiopheneHCID 178418361HCID 178418361, compound

Product 1

HCID 190899124-Bromo-2-hexylthiophene

Procedure

From said spectra it was determined that 2-(n-hex-1-enyl)-4-bromothiophene was still present in the reaction product. The reaction product was again treated with Wilkenson's Catalyst and hydrogen, overnight. The re-treated reaction mixture was passed through a silica gel plug and eluted with hexane to yield 2.1 gms of a clear, colorless liquid having the following NMR spectra: 7.01 (s, 1H), 6.71 (s, 1H), 2.77 (t=7 Hz, 2H), 1.65 (m, 2H), 1.29-1.35 (m, 6H), 0.89 (t, J=7 Hz, 3H).

Workup

  1. customThe re-treated reaction mixture
  2. washeluted with hexane
  3. customto yield 2.1 gms of a clear, colorless liquid

Sources & evidence

ORD record
ord-df02a2bf9d934a74bc37456492245947
Source dataset
uspto-grants-1994_04
Patent number
US05300499

Reaction notes

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