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|Title:||A one-step preparation of 2,6,6-trimethylcyclohexa-1,3-diene-1-carboxaldehyde (safranal) from a mixture of 2,6,6-trimethylcyclohex-1- and 2-ene-1-carboxaldehydes (cyclocitrals)|
Kulkarni, Ashok Krishna
|Keywords:||Terpenes and Terpenoids|
|Citation:||Indian IN 164,929 (Cl.C07C47/42), 08 Jul 1989; 9pp|
|Abstract:||Safranal (I) is prepd. by treatment of a mixt. of α- and β-cyclocitrals (II) with Br2 in a solvent to give 3-bromo-2,6,6-trimethylcyclohex-1-ene-1-carboxaldehyde, which is dehydrobrominated in situ with a base. Thus, a mixt. of 1 kg II (α/β = 8:2) and 1 g p-MeC6H4SO3H.H2O in 5 L DMF was treated with 350 mL Br2 at 5-20° over 4 h, followed by stirring for 1 h and addn. of 731 g Li2CO3 at 20-35° over 1 h. After heating at 100-110° for 13 h, the mixt. was cooled and extd. and the product flash distd. in vacuo to give 73% crude I.|
|Appears in Collections:||Patents (SCM)|
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