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

HRID 1679618Notes

Reaction equation

HRID 1679618 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 penetane 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 penetane

Sources & evidence

ORD record
ord-c609efa8de35406190a35b141f6c3925
Source dataset
uspto-grants-1978_03
Patent number
US04081476

Reaction notes

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