1-Pentanol → 2-(Pentyloxy)ethanol

HRID 1076758Notes

Reaction equation

HRID 1076758 reaction equation
[CH2:1]([OH:6])[CH2:2][CH2:3][CH2:4][CH3:5].[O:7]1CC[CH2:9][CH2:8]1.[Na].C1OC1>O>[CH2:1]([O:6][CH2:9][CH2:8][OH:7])[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

6

Reactant 4

HCID 62761-PentanolHCID 6354Ethylene OxideHCID 8028TetrahydrofuranHCID 5360545Sodium2×

Product 1

HCID 5220032-(Pentyloxy)ethanol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 14.0 ml. of anhydrous 1-pentanol in 100 ml. tetrahydrofuran is added 0.25 g. sodium. After the sodium has reacted, gaseous ethylene oxide (0.34 g.) is added at a rate such that the temperature is maintained between 35° and 40°. The flask is sealed and allowed to stand for one day. The reaction mixture is poured into water and then extracted with ether, dried over sodium sulfate, the solvent removed and the residue distilled and fractionated to yield 2-pentyloxy-1-ethanol.

Workup

  1. temperatureis maintained between 35° and 40°
  2. customThe flask is sealed
  3. extractionextracted with ether
  4. dry with materialdried over sodium sulfate
  5. customthe solvent removed
  6. distillationthe residue distilled

Sources & evidence

ORD record
ord-a56a4b468946499fac2c0976cbba7ba4
Source dataset
uspto-grants-1976_05
Patent number
US03957849

Reaction notes

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