Pyridine → 4-Acetoxy-2-(4-biphenylyl)-2-pentene

HRID 67136Notes

Reaction equation

HRID 67136 reaction equation
[C:1]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1C(=CC(O)C)C.[C:19]([O:22]C(=O)C)(=[O:21])[CH3:20].N1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[C:19]([O:22][CH:30]([CH3:31])[CH:29]=[C:28]([C:16]1[CH:15]=[CH:14][C:13]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[CH:18][CH:17]=1)[CH3:27])(=[O:21])[CH3:20]

Participants

4

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 705454192-(p-Biphenylyl)-2-penten-4-ol

Product 1

HCID 537576034-Acetoxy-2-(4-biphenylyl)-2-pentene

Procedure

To a solution of 0.9 g. of 2-(p-biphenylyl)-2-penten-4-ol (obtainable by Example 1) in 75 ml. of dry pyridine, 10 ml. of acetic anhydride is added. After 18 hours at room temperature, the mixture is poured onto ice and the solids filtered off and recrystallized from pentane to give 4-acetoxy-2-(4-biphenylyl)-2-pentene, m.p. 62°-64° C., which may also be designated 4-(p-biphenylyl)-penten-2-ol acetate.

Workup

  1. additionthe mixture is poured onto ice
  2. filtrationthe solids filtered off
  3. customrecrystallized from pentane

Sources & evidence

ORD record
ord-afd2c3967717418abb6f7ad1ba354408
Source dataset
uspto-grants-1982_08
Patent number
US04344966

Reaction notes

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