Bicyclo(2.2.1)hept-5-ene-2-carboxaldehyde → HCID 69823336, compound
Reaction equation
[CH:1]12[CH2:7][CH:4]([CH:5]=[CH:6]1)[CH2:3][CH:2]2[CH:8]=[O:9].C12CC(CC1)CC2[Mg]Br>O1CCCC1>[CH:1]12[CH2:7][CH:4]([CH:3]=[CH:2]1)[CH2:5][CH2:6]2.[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[CH2:8][OH:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In this embodiment, a solution of 13 grams (0.1 mol) 5-norbornene-2-carboxaldehyde was slowly dropped into a solution of 0.1 mol of 2-norbornyl magnesium bromide which had been dissolved in tetrahydrofuran (THF) to form a reaction product. The reaction product was then refluxed for about 20 hours, and the THF was evaporated using a rotary evaporator. The reaction product was then dissolved in an excess amount of water to which diethyl ether was added to extract the reaction product. After drying the reaction product with a magnesiumsulfate solution, the 5-norbornene-2-norbornylmethanol was obtained through vacuum distillation.
Workup
- customto form a reaction product
- temperatureThe reaction product was then refluxed for about 20 hours
- customthe THF was evaporated
- customa rotary evaporator
- dissolutionThe reaction product was then dissolved in an excess amount of water to which diethyl ether
- additionwas added
- extractionto extract the reaction product
- dry with materialAfter drying the reaction product with a magnesiumsulfate solution
Sources & evidence
- ORD record
- ord-3982773dac3843fe8f63a17204162147
- Source dataset
- uspto-grants-2001_10
- Patent number
- US06300036B1
Reaction notes
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