1,2-Epoxycyclododeca-5,9-diene → 13-Oxabicyclo[10.1.0]tridecane

HRID 1058208Notes

Reaction equation

HRID 1058208 reaction equation
[O:1]1[CH:3]2[CH2:4][CH2:5][CH:6]=[CH:7][CH2:8][CH2:9][CH:10]=[CH:11][CH2:12][CH2:13][CH:2]12.[H][H]>[Pd]>[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.[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.[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

6

Reactant 2

HCID 791351,2-Epoxycyclododeca-5,9-dieneHCID 178418361HCID 178418361, compound

Product 3

HCID 924813-Oxabicyclo[10.1.0]tridecaneHCID 13246CyclododecanoneHCID 15595Cyclododecanol

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Further, Neftekhimiya, 16 (1), 114-119 (1976) discloses a catalytic reaction of 1,2-epoxy-5,9-cyclododecadiene with hydrogen in the presence of a palladium-carried catalyst at a reaction temperature of 140° C. under a hydrogen gas pressure of 8,106 kPa (80 atmospheres). In this reaction, epoxycyclododecane was produced in a yield of 49.5%, cyclododecanol in a yield of 33.3%, and cyclododecanone in a yield of 3.4%.

Workup

  1. customat a reaction temperature of 140° C.
  2. customIn this reaction

Sources & evidence

ORD record
ord-6f5fb04ddc0b43c5accf30f57e194f3d
Source dataset
uspto-grants-2003_02
Patent number
US06515185B1

Reaction notes

Loading…