Ether Synthesis (Recap) Williamson synthesis Examples OH OCHCH, (1)Na ②CH,CH,0ms→ cyclohexanol (92% OH OCH, (1)NaH ②CH,I→ 3.3-dimethylpentan-2-ol 2-methoxy-3.3-dimethylpentane (90%) Alkoxymercuration-Demercuration C=C Hg(OAc) NaBH, ROH AcOHg :O一R H OR mercurial ether Example OCH, (1)Hg(OAc):CH,OH CH,(CH,一CH=CH, (2)NaBHa CH,(CH)-CH一CH hex-1-ene 2-methoxyhexane,80% (Markovnikov product) Chl4 Ethers and Epoxides (landscape).docx Page 7Ch14 Ethers and Epoxides (landscape).docx Page 7 Ether Synthesis (Recap) Williamson synthesis Alkoxymercuration-Demercuration