(R)-Cyclohexyl(3-methoxyphenyl)methanol synthesis
1synthesis methods
- Product Name:(R)-Cyclohexyl(3-methoxyphenyl)methanol
- CAS Number:1036645-45-0
- Molecular formula:C14H20O2
- Molecular Weight:220.3074
Yield:1036645-45-0 94%
Reaction Conditions:
Stage #1: 3-methoxy-1-iodobenzenewith 1-methyl-pyrrolidin-2-one;diethylzinc;lithium pentane-2,4-dionate at 0;Inert atmosphere;
Stage #2: with 3,3’-di(pyrrolidinylmethyl)-H8BINOL in tetrahydrofuran at 0; for 1 h;Inert atmosphere;
Stage #3: cyclohexanecarbaldehyde in tetrahydrofuran at 20;Inert atmosphere;optical yield given as %ee;enantioselective reaction;
References:
Deberardinis, Albert M.;Turlington, Mark;Ko, Jason;Sole, Laura;Pu, Lin [Journal of Organic Chemistry,2010,vol. 75,# 9,p. 2836 - 2850] Location in patent:supporting information; experimental part