2-Hexyloxirane → 2-Octanol

HRID 1373513Notes

Reaction equation

HRID 1373513 reaction equation
[O:1]1[CH:3]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2]1>[Pd].CO>[CH3:2][CH:3]([OH:1])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

4

Conditions

Temperature
25 °C

Procedure

To a 50-ml reaction vessel were added 1,2-epoxyoctane (2.56 g, 20.0 mmol), methanol (18 mL), 10% palladium/carbon containing 50% water (425 mg, Pd: 0.20 mmol) and catalytic amount of an amine subsequently, and then the mixture was vigorously stirred under an atmosphere of hydrogen at 25° C. Twenty to forty hours later, 10% palladium/carbon was removed by filtration and methanol was removed by distillation. The selectivity of thus obtained colorless oil was checked by gas chromatographic analysis. The results obtained by adding a various amines and other additives were respectively shown as follows:

Workup

  1. customTo a 50-ml reaction vessel
  2. customTwenty to forty hours later, 10% palladium/carbon was removed by filtration and methanol
  3. customwas removed by distillation
  4. customThe results obtained

Sources & evidence

ORD record
ord-2fb42f0fc9a647488b91566ecccb44be
Source dataset
uspto-grants-2007_01
Patent number
US07161047B2

Reaction notes

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