Peracetic Acid → 1,5-Methano-3H-cyclopent[c]oxepin-3-one, octahydro-

HRID 1576540

Reaction equation

HRID 1576540 reaction equation
[C:1]([O:4]O)(=[O:3])[CH3:2].C([O-])(=O)C.[Na+].[CH:11]12[CH2:21][CH:17](C(=O)C1)[CH:16]1[CH:12]2[CH2:13][CH2:14][CH2:15]1>C(O)(=O)C.ClCCl>[CH:11]12[CH2:21][CH:17]([O:4][C:1](=[O:3])[CH2:2]1)[CH:16]1[CH:12]2[CH2:13][CH2:14][CH2:15]1

Participants

6

Reactant 3

HCID 6585Peracetic AcidHCID 965094,7-Methano-5H-inden-5-one, octahydro-HCID 517045Sodium Acetate2×

Product 1

HCID 1083601,5-Methano-3H-cyclopent[c]oxepin-3-one, octahydro-

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6344DichloromethaneSolvent

Procedure

18 g of a 50 % peracetic acid solution in acetic acid containing 1 g of sodium acetate were added to a stirred mixture of 15 g of tricyclo[5.2.1.02,6 ]decane-8-one (which can be purchased from Ruhrchemie, Bruchstrasse, D-42 Oberhausen Holten, West Germany) and 9 g of anhydrous sodium acetate in 60 g of dichloromethane. The temperature of the reaction mixture was kept at 20°-25° by external cooling by means of a ice-water bath during the whole addition, then it was kept at this value during 48 hours while stirring.

Workup

  1. customwas kept at 20°-25°
  2. temperatureby external cooling by means of a ice-water bath during the whole addition

Sources & evidence

ORD record
ord-2a81ae180fb44228ac443efbfe7440b9
Source dataset
uspto-grants-1976_09
Patent number
US03981892

Linked notes

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