Methyl ether

Protection :
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ReagentsTimeYield
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MeI NaH60 min96 %MeI, NaHTHF0 °C to RT, 60 min, 96%
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KH MeI2 h90 %KH, MeITHFRT to Reflux, 2 h, 90%
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KH MeI 18-Crown-62 d77 %KH, MeI, 18-Crown-6THF0 °C to RT, 2 d, 77%
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MeI Ag2O CaSO420 h96 %MeI, Ag2O, CaSO4RT, 20 h, 96%
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MeOTf 2,6-Di-tert-butylpyridine40 h85 %MeOTf, 2,6-Di-tert-butylpyridineCH2Cl2RT, 40 h, 85%