Isopropanol → Isopropyl glycerol ether

HRID 1158590Notes

Reaction equation

HRID 1158590 reaction equation
[Na].[CH2:2]1[O:4][CH:3]1[CH2:5][OH:6].[CH:7]([OH:10])([CH3:9])[CH3:8]>>[CH:7]([O:10][CH2:2][CH:3]([OH:4])[CH2:5][OH:6])([CH3:9])[CH3:8]

Participants

4

Conditions

Temperature
80 °C

Procedure

Into a 3-L separable flask equipped with a stirrer and a condenser, 1200 g of isopropanol was introduced. Then 4.6 g of sodium was added and heated to 80° C. to dissolve. After complete dissolution of the sodium, 300 g of glycidol was dropped at 80° C. over 1 hour. After completion of the dropping, stirring was conducted for 3 hours. Then the stirring was stopped and the mixture was cooled to room temperature. At this time, the mixture separated into an upper layer and a lower layer. The upper layer was isolated and concentrated by an evaporator. Furthermore, 3-isopropoxy-1,2-propanediol (boiling point: 60° C./2 mmHg) was obtained through distillation under reduced pressure. 3-Isopropoxy-1,2-propanediol thus obtained is a model compound in the case where one molecule of glycidol reacted with a hydroxyl group of EVOH.

Workup

  1. customInto a 3-L separable flask equipped with a stirrer and a condenser
  2. dissolutionto dissolve
  3. additionwas dropped at 80° C. over 1 hour
  4. temperaturethe mixture was cooled to room temperature
  5. customAt this time, the mixture separated into an upper layer
  6. customThe upper layer was isolated
  7. concentrationconcentrated by an evaporator

Sources & evidence

ORD record
ord-78a10081b0834d51bfdcb330bf9542f4
Source dataset
uspto-grants-2010_10
Patent number
US07811646B2

Reaction notes

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