Allyl Alcohol → 2-Allyloxy-tetrahydro-furan
Reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH:5]=[O:6].[CH2:7](O)[CH:8]=[CH2:9]>Cl.CCCCCC>[CH2:9]([O:6][CH:5]1[CH2:4][CH2:3][CH2:2][O:1]1)[CH:8]=[CH2:7]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
The procedure of Example 1 is followed with 4-hydroxybutanal (20.0 g of 11.5 wt. % solution, 26 mmol, 1.0 eq.), allyl alcohol (3.26 g, 56 mmol, 2.2 eq.), and hexanes (50 mL). Concentrated hydrochloric acid (2 drops) is used in place of the ion-exchange resin. After 3 h of stirring at room temperature, the hexane phase contains 8.8% of 2-allyloxytetrahydrofuran (3.1 g, 92.5% yield).
Sources & evidence
- ORD record
- ord-6a3e1472f9c44701921563b0217e587b
- Source dataset
- uspto-grants-1993_10
- Patent number
- US05254702
Reaction notes
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