13-Oxabicyclo[10.1.0]tridecane → Cyclododecanone

HRID 1059266Notes

Reaction equation

HRID 1059266 reaction equation
[O:1]1[CH:3]2[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH:2]12.[Li+].[Br-]>>[C:2]1(=[O:1])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 924813-Oxabicyclo[10.1.0]tridecaneHCID 82050Lithium Bromide3×

Product 1

HCID 13246CyclododecanoneYield 100%

Procedure

Further, SU Patent 407,874 discloses an isomerization reaction of an epoxycyclododecane, in the presence of a catalyst consisting of anhydrous LiBr, in no solvent. In examples of the SU patent, it is reported that, when the reaction was carried out in an amount of LiBr of 4% by weight at a reaction temperature of 120 to 130° C. for a reaction time of 18 hours or in an amount of LiBr of 3.3% by weight at a reaction temperature of 200° C. for a reaction time of 3 hours, the target cyclododecanone was obtained at a yield of 100% or 83.3%.

Sources & evidence

ORD record
ord-5d8688ae81e24d819f51728b415c582a
Source dataset
uspto-grants-2003_02
Patent number
US06518461B2

Reaction notes

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