Problem: Fill in the appropriate reagents to achieve the synthetic transformation shown below.PCC, DCMCH3 (CH2)2MgBrH3O+NaOHNaBH3CN, cat, H+, cyclohexylamineNa2CrO7, H2O, H2SO4Br(CH2)2CH3cyclohexylbromidebenzylamineacetone

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Starting Material: benzyl alcohol (1° alcohol)

Product: benzene + cyclic amine + alkyl group 


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Problem Details

Fill in the appropriate reagents to achieve the synthetic transformation shown below.

PCC, DCM

CH(CH2)2MgBr

H3O+

NaOH

NaBH3CN, cat, H+, cyclohexylamine

Na2CrO7, H2O, H2SO4

Br(CH2)2CH3

cyclohexylbromide

benzylamine

acetone

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What scientific concept do you need to know in order to solve this problem?

Our tutors have indicated that to solve this problem you will need to apply the Carbonyl Retrosynthesis concept. If you need more Carbonyl Retrosynthesis practice, you can also practice Carbonyl Retrosynthesis practice problems.