Peracetic Acid → HCID 12993978, compound

HRID 1072770Notes

Reaction equation

HRID 1072770 reaction equation
[CH2:1]=[C:2]1[CH:7]2[CH2:8][CH2:9][CH:4]([CH2:5][CH2:6]2)[C:3]1=[O:10].C(OO)(=[O:13])C.O.O.O.C([O-])(=O)C.[Na+]>>[CH2:1]=[C:2]1[CH:7]2[CH2:6][CH2:5][CH:4]([CH2:9][CH2:8]2)[C:3](=[O:10])[O:13]1

Participants

4

Reactant 3

HCID 6585Peracetic AcidHCID 10374513Bicyclo[2.2.2]octanone, 3-methylene-HCID 23665404Sodium Acetate Trihydrate

Product 1

HCID 12993978HCID 12993978, compoundYield 93.9%

Procedure

Analogously to the procedure indicated in Example P1, 955 mg (7 mmol) of 3-methylene-bicyclo[2.2.2]octan-2-one is reacted with 1.64 g (8.4 mmol) of 32% peracetic acid in the presence of 286 mg (21 mmol) of sodium acetate trihydrate. 1 g of 4-methylene-3-oxa-bicyclo[3.2.2]nonan-2-one is isolated. After purification by column chromatography using 10% ethyl acetate in hexane, pure 4-methylene-3-oxabicyclo[3.2.2]nonan-2-one is obtained in the form of an oil.

Sources & evidence

ORD record
ord-b7067862f2874b8bbf121ec2b4e8b34c
Source dataset
uspto-grants-2005_06
Patent number
US06911547B1

Reaction notes

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