3-Chlorocyclopent-1-ene → 3-Heptylcyclopentene
Reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[Mg].Cl[CH:11]1[CH2:15][CH2:14][CH:13]=[CH:12]1>O1CCCC1>[CH2:2]([CH:15]1[CH2:14][CH2:13][CH:12]=[CH:11]1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
The procedure followed is the same as that described in Example 20 substituting 1-bromoheptane (100 g, 0.56 moles) diluted in tetrahydrofuran (100 ml), granular magnesium (25 g) in tetrahydrofuran (100 ml), 0.1 M solution of Li2CuCl4 (1.7 mmoles), and 3-chlorocyclopentene (57 g, 0.56 moles) diluted in tetrahydrofuran (200 ml). The crude product is fractionally distilled under vacuum leaving a clear, colorless oil (49 g, 0.29 moles), BP 41° C./0.35 mm.
Workup
- distillationThe crude product is fractionally distilled under vacuum
Sources & evidence
- ORD record
- ord-40763d3e96f8401aa86089cd7aca46a8
- Source dataset
- uspto-grants-1987_08
- Patent number
- US04689349
Reaction notes
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