Avoiding propene gas under friedel-craft's reaction of phenol.
Dear Mishra,
What is your actual answer for my question??
A variation on Michael's suggestion would be to react isopropyl Grignard with the aryl bromide. With two equivalents of Grignard, you might not even need to protect the phenol.
Per the attached abstract, unprotected phenols can be coupled with organozinc halides, so adding zinc bromide or iodide would be another option if you really want to avoid protection/deprotection. (Not that silylation is particularly burdensome.)
Feasible process to synthesize 3-isopropylphenol :Take benzene and heat with Conc. H2SO4 to get benzene sulphonic acid. Friedel -Crafts alkylation of it with isopropyl chloride /AlCl3 twill form m- sub- product. This on treatment with NaOH will give sodium salt. Fusion of this salt with alkali NaOH or Na2CO3 will yield m-isopropyl phenol.
Take nitrobenzene and alkylat using isopropyl chloride in presence of AlCl3 to get m-isopropyl nitrobenzene. This is then reduced using H2/PtO2 or Fe in HCl or Sn/HCl to get m-isopropyl aniline which is diazotised with NaNO2/HCl ar zero deg. to form diazonium salt which when boiled with water gives targetted m-isopropyl phenol.
Take benzene sulfonic acid and alkylate with isopropyl chloride using unhyd. AlCl3 to get m-product & convert into sulfonated Na salt with Na2CO3.Heating this salt with aqu. NaOH will give 3-isopropyl phenol.
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