Why is base (NaOH or KOH) added as a second step in each of the reactions shown

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Why is base (NaOH or KOH) added as a second step in each of the reactions shown in Eqs. 23.23 and 23.24? PhCH+H_NC(CH3)3 benzaldehyde tert-butylamine + Me,NH dimethylamine cyclohexanone NaBH(OAC) 3 HOAC

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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Question Posted: Dec 07, 2023 05:21 AM

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Why is base (NaOH or KOH) added as a second step in each of the reactions shown

Question:

Ph—C−H+H_N—C(CH3)3 benzaldehyde tert-butylamine + Me,NH dimethylamine cyclohexanone NaBH(OAC) 3 HOAC 1,2-dichloroethane (solvent) NaBH 3 CN HCl (1 equiv.) MeOH NaOH KOH NHC(CH3)3 Ph—CH—H N-tert-butylaniline (95% yield) Me₂N + H₂O N,N-dimethylcyclohexanamine (71% yield) (23.23) (23.24)

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Under the acidic conditions shown in Eqs 2323 acetic acid and 2324 HCI the initial product w...View the full answer

Organic Chemistry

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