Acetone → 1,2-Decanediol

HRID 1606112Notes

Reaction equation

HRID 1606112 reaction equation
CC(C)=[O:3].[CH2:5]1[O:15][CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].S(=O)(=O)(O)O>>[CH2:5]([OH:15])[CH:6]([OH:3])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

4

Reactant 3

HCID 180AcetoneHCID 1118Sulfuric AcidHCID 169931,2-Epoxydecane

Product 1

HCID 791411,2-Decanediol

Procedure

A homogeneous clear solution is prepared by adding 3 moles of acetone to 1 mole of 1-decene oxide at room temperature. After adding 50 grams of 5% aqueous sulfuric acid to the solution, the acetone is evaporated off and the resulting solution is neutralized by adding an aqueous sodium hydroxide. The neutralized solution is extracted with pet ether and the extract dried over anhydrous magnesium sulfate. The pet ether is stripped off and 1,2-decanediol is obtained by distilling under vacuo.

Workup

  1. customA homogeneous clear solution is prepared
  2. customthe acetone is evaporated off
  3. additionby adding an aqueous sodium hydroxide
  4. extractionThe neutralized solution is extracted with pet ether
  5. dry with materialthe extract dried over anhydrous magnesium sulfate

Sources & evidence

ORD record
ord-2bab85168149409f88fd6744a5ac9662
Source dataset
uspto-grants-1976_04
Patent number
US03952016

Reaction notes

Loading…