Hydrochloric Acid → 7-Acetoxybicyclo[4,3,0]nonan-3-one

HRID 462782Notes

Reaction equation

HRID 462782 reaction equation
Cl.[C:2]([O:5][CH:6]1[CH2:14][CH2:13][CH:12]2[CH:7]1[CH2:8][CH:9]=[C:10]([O:15]C)[CH2:11]2)(=[O:4])[CH3:3]>CO>[C:2]([O:5][CH:6]1[CH2:14][CH2:13][CH:12]2[CH:7]1[CH2:8][CH2:9][C:10](=[O:15])[CH2:11]2)(=[O:4])[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 132409997-Acetoxy-3-methoxybicyclo[4,3,0]non-3-ene

Product 1

HCID 132410007-Acetoxybicyclo[4,3,0]nonan-3-oneYield 99.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Concentrated hydrochloric acid (3.5 ml) was added to a solution of 7-acetoxy-3-methoxybicyclo[4,3,0]non-3-ene (58.9 g; prepared as described in Reference Example 3) in methanol (500 ml), and the mixture was stirred at the ambient temperature for 5 minutes. It was then concentrated under reduced pressure, to give 7-acetoxybicyclo[4,3,0]nonan-3-one (54.7 g).

Workup

  1. concentrationIt was then concentrated under reduced pressure

Sources & evidence

ORD record
ord-9902fe9f6c324539a1c67132f3ce5a37
Source dataset
uspto-grants-1985_05
Patent number
US04517202

Reaction notes

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