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22nd August 2013 @ 08:34

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Reaction information

*#Reaction file  
CSRxnsScheme_70.cdx
*Reaction file type CDX
*Procedure  Dry pyridine (0.03 mL, 0.30 mmol) and PBr3 (0.56 mL, 6.0 mmol) were added dropwise sequentially to a stirred solution of 2-Methylenedec-5-ynol (2.76 g, 16.6 mmol) in dry ether (40 mL).  The reaction mixture was heated to reflux for 1.75 h.  The reaction mixture was poured into cold water (200 mL) and extracted with ether (3 × 50 mL).  The organic extracts were combined, washed sequentially with sat. aq. NaHCO3 solution (75 mL) and brine (75 mL), dried (MgSO4), filtered and the solvent distilled off under atmospheric pressure to give the crude product as an orange oil (3.48 g, 91%). 
*Yield (%)  91
*Type of Yield Crude yield
Reference(s)  
AH Thesis_2011_pp54.pdf
AH Thesis_2011_pp145-167.pdf
Further information  Compound 70: Zirconocene mediated tandem tricyclisations

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Overall reaction? True
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Attached Files
CSRxnsScheme_70.cdx
AH Thesis_2011_pp54.pdf
AH Thesis_2011_pp145-167.pdf