Question

tylphenylmethanol from benzaldehyde (Ph-CHO) (g) cyclopentylphenylm ctan-1-ol from 1-bromohexane (h) octan-1-olf ou would accomplish the following transformations. You may use any additional reagents you ne Show how you would ac A (b) SO3 CH.CH,CH; H OH (racemic) OH O о OH CI_cuci (e) CH, --C-CH2CH2-C-OCH,CH, → CH-CH-CH,CH, ---OCH,CH, O o OH OH ) CH-C-CH.CH-C-OCH,CH, - CH -CH-CH2CH.-CH, Show how you would synthesize the following: Prenylethanol by the addition of formaldehyde to a suitable Grignard reagent D 2-phenylethanol from a suitable alkene honol fmm an alkyl halide using an SN2 reaction fethylene oxide to a suitable Grignard reagent hanol

Answer 1

1. BH3 THF CH2 CH2 CH3 2. Ho, H202 3. H20 ой Hydro boration okidation neau raceuic mixlue Ой NaBH4, MROH Ceca.7M20 Luche leducluon Li, NHsCe), Et,o -hew NH NaBna 11 CH2CH-CHC--o 11 CH3-C-CH-CH2-č-oCH Na BH4 caunot educe esti, it can be uaed e Meen H2o 2eduee alechul ОИ aldelyde CM3--4-N--C-oct CH a kelone GAIH4 CH3--Cu-CMCH2 11 11 CAIHty io maluly uaed neduee oulyt the coupaud hat anuot be neduced bt Lolie, cartaylie aud nd auidu Qul he mildu