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Monoepoxycyclododecadiene → Cyclododecanol

HRID 397173
Notes
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Reaction equation

HRID 397173 reaction equation
[O:1]1[C:3]2[CH:4]=[CH:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:2]1=2.[H][H]>[Pd]>[CH:2]1([OH:1])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 54352584MonoepoxycyclododecadieneHCID 178418361HCID 178418361, compound

Product 1

HCID 15595CyclododecanolYield 20%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

In a reaction example shown in this report, when epoxycyclododecadiene is subjected to a reduction reaction with a hydrogen gas in the presence of a palladium catalyst carried on γ-alumina under a reduced pressure of 1.3 MPa at a reaction temperature of 90° C., cyclododecanol is obtained at a yield of 20%. In the report, a palladium catalyst carried on titania and a palladium catalyst carried on silica were employed. In each case, the yield of the cyclododecanol was less than 20%.

Workup

  1. customcarried on γ-alumina under a reduced pressure of 1.3 MPa at a reaction temperature of 90° C.

Sources & evidence

ORD record
ord-d0480ba8cfda4206b9d3c84575546c15
Source dataset
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06608235B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes