Acetic Anhydride → 7-Acetoxy-3-methoxybicyclo[4,3,0]non-3-ene

HRID 462781Notes

Reaction equation

HRID 462781 reaction equation
[C:1]([O:4][C:5](=[O:7])[CH3:6])(=O)[CH3:2].O[CH:9]1CC[CH:15]2[CH:10]1[CH2:11][CH:12]=[C:13]([O:18][CH3:19])[CH2:14]2>N1C=CC=CC=1>[C:5]([O:4][CH:1]1[CH2:9][CH2:10][CH:15]2[CH:2]1[CH2:11][CH:12]=[C:13]([O:18][CH3:19])[CH2:14]2)(=[O:7])[CH3:6]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 132409987-Hydroxy-3-methoxybicyclo[4,3,0]non-3-ene

Product 1

HCID 132409997-Acetoxy-3-methoxybicyclo[4,3,0]non-3-eneYield 91.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Acetic anhydride (62.3 g) was added to a solution of 7-hydroxy-3-methoxybicyclo[4,3,0]non-3-ene (51.4 g; prepared as described in Reference Example 2) in pyridine (166 ml), and the mixture was left to stand at the ambient temperature for 60 hours. Concentration under reduced pressure gave 7-acetoxy-3-methoxybicyclo[4,3,0]non-3-ene (58.9 g).

Workup

  1. waitthe mixture was left
  2. concentrationConcentration under reduced pressure

Sources & evidence

ORD record
ord-fbc8884804fb4ed18d126b4f5004d735
Source dataset
uspto-grants-1985_05
Patent number
US04517202

Reaction notes

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