1. Predict the major product for the reactions shown below; pick any 5: HO xs CHal Ag20 NaOEt EtOH, Δ -H2O HO но он 0 он H2SO4 H20, A heat 1) PhMgBr 1) NaOH, Br2 2) 5% HCI 2)H3O+, Δ OEt 1) PPh3 3...
1. Predict the major product for the reactions shown below; pick any 5: HO xs CHal Ag20 NaOEt EtOH, Δ -H2O HO но он 0 он H2SO4 H20, A heat 1) PhMgBr 1) NaOH, Br2 2) 5% HCI 2)H3O+, Δ OEt 1) PPh3 3) KOtBu 2) O 1) NaOH on. Br 2) O o
NaOEt OET ETOH HCI H2O NaOH H2O 1. LIAIHA 2. H20 CH420 Question 2 (1 pt) When treated with aqueous NaOH, the following compounds give an aldol product which then undergoes dehydration to give a new product (with Estereochemistry). Please give structural formulas for both products. NaOH NaOH + H20 Н20 H20 Aldol product Question 3 (1 pt) How many different aldols (B-hydroxyaldehydes), including constitutional isomers and stereoisomers, are formed upon treatment of propanal with a base?
2) CHs LDA 1) LDA 3 2) Ci OH, H20 -OH, H2O CHO 1 LDA 2) CH3CH2Br Он, H2O 1) NaOEt 8 2) NaOEt OEt 10 Cl NaH 2 (excess) 12 HO Bra(excess) 13 HO LDA 14L THF, -78 C NaOEt, EtOH NaOEt, EtOH 16 NaOEt, EtOH 17 Br но 18 OOEt 1)NaOEt, EtOH 2) H3O 19 OEt 20 l HO o CHO + H20
OH r. Он reagent(s) Br OEt S. reagent(s) Br Он K2Cr2O7 (excess) H2SO4, H20 Он но 1. PhLi, Et O 2. HCI, H2O 3. SOCI2, EtN 4. NaOAc u. н 1. Mg (1 eq), Et2O V. Br 2. (1 eq) -сно 3. HCI, Н,О W. 1. NaBH,, MeOН, 0° С 2. PBra THF 3. LIAID4, THF 4. HCI, H20
Predict major products: 1. KMnO4 HO, heat 2. H30 a) b) CH2CH3- FeBr3 NH2 CO2H Δ c) HO2C e) NEt2 EtO2C f) 1. EtONa EtOH 1. EtONa EtOH OEt 2 Br H3O
a. HCI O C Br2 0°C Δ OH NaOH, heat NaOH он X. 1. LDA O 2 3. H2O
Starting materials Eo ho la Eto V OEt H3C Et k. NaOH, H20 1.HCI, H2O, heat Reagents a. CH3Br f. Eto Na b. CH3CH2Br g. SOCI C. CH3CH2CH2Br h. NH3 d. (CH3)2CHBO i. CH3NH2 e. CH2CH2CH(Br)CH3 j. NH(CH3)2 Compound 1: 1fcfclgi Compound 2: 2fafbkl
Predict the products. 16. K2Cr207 (excess) H2SO4, H2O HO 1. Phli, Et20 2. HCI, H20 3. SOCI2, Etz 4. NaOAC 1. Mg (1 eq), Et O Br 2. (1 eq) | C-CHO 3. HCI, H20 1. NaBH, MeOH, 0°C 2. PBrz. THE 3. LiAIDA, THE 4. HCI, H20 1. SOCI, NEtz, THE CHO 2. 2 eq Li, hexane 3. HCI, H20 hint: multiple steps 1. LiAlH4, THE 2. HCI, H2O 3. PBr3, THE 1. PCC, DCM OH 2. Mg, Eto...
Propose an efficient synthesis for the transformation below, using two sequential reductive aminations. Enter the appropriate number or letter from the reagent list handout. Propose an efficient synthesis for the transformation below, using two sequential reductive aminations. Enter the appropriate number or letter from the reagent list handout. Step 1 + NaBH3CN, H+, Step 2 - NaBH3CN, H+ Reagent List (Updated 4/30/2020) Enter # or letter in the appropriate boxes. Note: Exam responses are case insensitive Alkyl Halides (X = Cl,...