Ethylene carbonate → HCID 57224462, compound
Reaction equation
[C:1]([OH:8])(=[O:7])[CH2:2]/[CH:3]=[CH:4]/[CH2:5][CH3:6].C1(=O)O[CH2:12][CH2:11][O:10]1>>[OH:10][CH2:11][CH2:12][O:7][C:1](=[O:8])[CH2:2][CH:3]=[CH:4][CH2:5][CH3:6]Participants
3
Procedure
For instance, we treated trans-3-hexenoic acid (a low molar mass model compound for HTBN) with ethylene carbonate in the presence of a phase transfer catalyst to yield 2-hydroxyethyl-3-hexenoate. More specifically, trans-3-hexenoic acid (about 1.14 grams; about 0.001 moles, commercially available from Aldrich Chemical Co., Milwaukee, Wis.), ethylene carbonate (about 0.97 grams; about 0.001 moles) and phase transfer catalyst were added to a 25 ml reaction flask containing a magnetic stirrer. The mixture was stirred at elevated temperature conditions to effect the hydroxyethylation reaction of the hexenoic acid. The reaction yields were estimated from the 1H NMR spectrum of the crude product mixture.
Sources & evidence
- ORD record
- ord-9620ba9e33904cd9b260fac47e504a8d
- Source dataset
- uspto-grants-2008_04
- Patent number
- US07354977B1
Reaction notes
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