2,3-二甲基苯胺置于lithium Aluminium Tetrahydride,氢溴酸,Magnesium,Pyridinium Chlorochromate体系中,用 乙醚,二氯甲烷 作为反应溶剂,化学反应 7.0H,反应生成 2,3-二甲基苯甲醛
参考文献:Aromatische Spirane,20. Mitt.: Darstellung Von Dimethylsubstituierten 2-Carboxymethyl-Indan-1-Onen Und Benzylchloriden Als Synthone Fr Synthesen Von Di-Bis Tetramethylierten 2,2-Spirobiindandionen
标题:Aromatische Spirane,20. Mitt.: Darstellung Von Dimethylsubstituierten 2-Carboxymethyl-Indan-1-Onen Und Benzylchloriden Als Synthone Fr Synthesen Von Di-Bis Tetramethylierten 2,2-Spirobiindandionen
摘要:The Isomeric Dimethyl Methylbenzoates 5,Obtained From The Bromides Via Grignard Reactions With Dimethylcarbonate,Were Reduced With Lialh4 To The Hydroxymethyl Derivatives 6. The Latter Were Then Transformed Both To The Benzylchlorides 7 (With Socl2) And To The Aldehydes 8 (With Pyridinium Chlorochromate). Knoevenagel-Doebner Reaction Of 8 Afforded The Acrylic Acids 9 Which (After Hydrogenation To 11) Were Cyclized To The Desired Indanones 12 With Polyphosphoric Acid. On The Other Hand,12C And 12E Were Prepared From Dimethyl 3-Chloropropiophenone (14) By Warming With Sulfuric Acid. After Nah-Catalyzed Reaction With Dimethylcarbonate,The Indanones 12 Gave The Ketoesters 15 Which Then Could Be Hydrogenated To The Indanes 16. All Reactions Proceeded With Satisfactory To Excellent Yields (60-90%).
DOI:10.1007/bf00807400