Ethylene Oxide → 2-(Cyclopentyloxy)ethan-1-ol

HRID 462463Notes

Reaction equation

HRID 462463 reaction equation
[CH:1]1([OH:6])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:7]1[O:9][CH2:8]1.[Na]>>[CH:1]1([O:6][CH2:7][CH2:8][OH:9])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 6354Ethylene OxideHCID 7298CyclopentanolHCID 5360545Sodium

Product 1

HCID 131875202-(Cyclopentyloxy)ethan-1-ol

Conditions

Temperature
75 °C

Procedure

200 g (2.32 mols) of cyclopentanol, 38.5 cc (0.77 mol) of ethylene oxide and 2.3 g (0.1 g atom) of sodium metal are introduced at 0° C. into a 500 ml autoclave. The mixture is then heated for 4 hours at 75° C. The autoclave is left to cool and the reaction mixture is then distilled. This gives the title compound, which boils at 90°-92° C. under a pressure of 15 mm Hg.

Workup

  1. waitThe autoclave is left
  2. temperatureto cool
  3. distillationthe reaction mixture is then distilled

Sources & evidence

ORD record
ord-dc4db36ad2bc48ac996092019dc2b74d
Source dataset
uspto-grants-1985_05
Patent number
US04515814

Reaction notes

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