Allyl glycidyl ether → Glyceryl Allyl Ether
Reaction equation
[CH2:1]([O:5][CH2:6][CH:7]=[CH2:8])[CH:2]1[O:4][CH2:3]1.C([O-])([O-])=[O:10].[Na+].[Na+]>O>[CH2:6]([O:5][CH2:1][CH:2]([OH:4])[CH2:3][OH:10])[CH:7]=[CH2:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
A 5,000 mL, 3-necked flask fitted with a mechanical stirrer, thermometer and 500 mL addition funnel was charged with water (2,000 mL) and 70% aqueous HClO4 (2.0 mL), then heated to 80° C. Allyl glycidyl ether (500 g, 4.38 mol) was added in one portion and the reaction mixture stirred for 12 hours. The mixture was neutralized by addition of 5% aqueous Na2CO3 to pH=8. The water was evaporated in vacuo to leave 550 g of crude product, which was distilled to yield 498 g (86%) of pure 3-allyloxy-1,2-propanediol: bp 76°-83° C. (0.4 mm).
Workup
- customA 5,000 mL, 3-necked flask fitted with a mechanical stirrer
- additionthermometer and 500 mL addition funnel
- customThe water was evaporated in vacuo
- customto leave 550 g of crude product, which
- distillationwas distilled
Sources & evidence
- ORD record
- ord-6232af9101354c5f9e70d3f6f318e436
- Source dataset
- uspto-grants-1984_10
- Patent number
- US04474963
Reaction notes
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