Cyclododecanone → 13-Oxabicyclo[10.1.0]tridecane

HRID 1936271Notes

Reaction equation

HRID 1936271 reaction equation
[C:1]1(=[O:13])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>[Cl-].[Li+]>[O:13]1[CH:2]2[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH:1]12

Participants

3

Reactant 1

HCID 13246Cyclododecanone

Product 1

HCID 924813-Oxabicyclo[10.1.0]tridecaneYield 94%

Reagents, catalysts & solvents 1

HCID 433294Lithium ChlorideCatalyst

Procedure

For example, German Patent (DE) No. 3,601,380 discloses a method in which cyclodeca-3,7-diene-1-one is produced in a yield of 98.7% by an isomerization reaction of 1,2-epoxycyclododeca-5,9-diene in the presence of sodium iodide catalyst in a reaction medium consisting of polyethyleneglycol. Also, German Patent (DE) No. 3,744,094 discloses a method in which cyclododecanone is produced in a yield of 94% by an isomerization reaction of an epoxycyclododecane in the presence of a lithium chloride catalyst in a reaction medium consisting of N-methylpyrrolidone and/or N,N′-dimethylethyleneurea.

Sources & evidence

ORD record
ord-a2bdeb50b55b4681b2e8a0e5d66e4973
Source dataset
uspto-grants-2002_05
Patent number
US06388140B2

Reaction notes

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