Cyclopentadiene → 2-Hydroxyethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate
Reaction equation
[CH:1]1[CH2:5][CH:4]=[CH:3][CH:2]=1.[C:6]([O:10][CH2:11][CH2:12][OH:13])(=[O:9])C=C.O1CC[CH2:16][CH2:15]1>>[OH:13][CH2:12][CH2:11][O:10][C:6]([CH:2]1[CH2:1][CH:5]2[CH2:4][CH:3]1[CH:15]=[CH:16]2)=[O:9]Participants
4
Conditions
- Temperature
- -30 °C
Procedure
About 66 g of cyclopentadiene is dissolved in about 500 g of tetrahydrofuran (THF). To the resulting mixture was added 130 g of 2-hydroxyethyl acrylate, and the reaction mixture was stirred at −30° C. for 10 hours. The solvent was removed by distillation through a rotary distiller. The title compound was obtained by distillation under reduced pressure (yield: 85%).
Workup
- customThe solvent was removed by distillation through a rotary distiller
Sources & evidence
- ORD record
- ord-6917f0aa18824cfc8f0e82fb98d7aea6
- Source dataset
- uspto-grants-2002_04
- Patent number
- US06368770B1
Reaction notes
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