predict product

predict product - H H CH 3 CH 3 O H + , (cat) 1. Mg, ether...

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O O 1. CH 3 CH 2 MgBr (excess) 2. H 3 O + OH H + cat 1. HBr 2. Br 2 O Cl H 2 O O O H 2 O O OCH 3 H 2 O/H + O O Cl CH 3 OH Predict the Product Extravaganza Most of these questions are easy-medium difficulty, but it is a good practice worksheet to ensure you can decide what given reagent(s) will do to particular functional groups. Predict the major product(s). Include stereochemistry where appropriate. 1 2 3 4 5 6 7
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O O CH 3 OH O OH CH 3 OH/H + O O Cl O O O Cl O O ONa H 3 C 2 NH 2 CH 2 CH 3 2 NH 2 CH 2 CH 3 CHO OH H H HO OH H OH H CH 2 OH 1. NaBH 4 2. H 3 O + O O NaOH 8 9 10 11 12 13 14
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C H O CH 3 OH solvent H + cat O OEt 1) CH 3 MgBr (excess) 2) H + , H 2 O (work-up) NH 2 CH 3 (excess) Br O OH CH 3 C H O HO O SOCl 2 Br 1) Mg 2) CO 2 3) H + , H 2 O (workup) O OEt O H 1) NaBH 4 2) H + , H 2 O (work-up) 15 16 17 18 19 20
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Na + - OCH 3 / CH 3 OH Br O Br HO HO
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Unformatted text preview: H H CH 3 CH 3 O H + , (cat) 1. Mg, ether 2. CH 3 C O H H Br 3. H + , H 2 O C O H C O CH 3 1. LiAlH 4 2. H + workup C CH 3 O HO HOCH 2 CH 2 OH, H + (cat) C CH 3 O HO PCC 21 22 23 24 25 26 C OH H OH H H O H H + , CH 3 OH (excess) NH O OH-, H 2 O, heat H + , H 2 O, heat CH 3 CH 2 O CH 3 excess CH 3 OH, H + (cat) CH 3 NH 2 , H + CH 3 O OH H + (cat) 1. CH 3 MgBr (excess) 2. H + workup O NHCH 3 CH 3 CH 3 1. LiAlH 4 2. H + workup OH-, H 2 O, heat a b c e d f g h O OCH 3 xs Both sides: 27 28...
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predict product - H H CH 3 CH 3 O H + , (cat) 1. Mg, ether...

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