Propose a stepwise process for the synthesis of the benzene derivative shown below from benzene. Please show all necessary reagents/reaction conditions and products. NH2 Hints: • The compound can be synthesized using a minimum of three steps. • Take note of the electron-donating or electron-withdrawing properties of the attached substituents to the ring.

Propose a stepwise process for the synthesis of the benzene derivative shown below from benzene. Please show all necessary reagents/reaction conditions and products. NH2 Hints: • The compound can be synthesized using a minimum of three steps. • Take note of the electron-donating or electron-withdrawing properties of the attached substituents to the ring.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter14: Conjugated Compounds And Ultraviolet Spectroscopy

Section14.SE: Something Extra

Problem 50AP: -Ocimene is a pleasant-smelling hydrocarbon found in the leaves of certain herbs. It has the...

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Over the past several decades, chemists have developed a number of synthetic methodologies for the synthesis of steroid hormones. One of these, developed by Lutz Tietze at the Institut für Organische Chemie der Georg-August-Universität, Göttingen, Germany, used a double Heck reaction to create ring B of the steroid nucleus. As shown in the following retrosynthetic analysis, a key intermediate in his synthesis is compound (1). Two Heck reaction disconnects of this intermediate give compounds (2) and (3). Compound (2) contains the aromatic ring that becomes ring A of estrone. Compound (3) contains the fused five- and six-membered rings that become rings C and D of estrone. Q.Propose structural formulas for compounds (2) and (3).
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