155373-56-1

Basic information

• Product Name: 10-anilino-decan-1-ol
• Synonyms: 10-anilino-decan-1-ol
• CAS NO: 155373-56-1
• Molecular Weight: 249.396
• Mol File: 155373-56-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 10-anilino-decan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 10-anilino-decan-1-ol(155373-56-1)
• EPA Substance Registry System: 10-anilino-decan-1-ol(155373-56-1)

Safety Data

• Hazardous Substances Data: 155373-56-1(Hazardous Substances Data)

Upstream product

• 64785-83-7 9-phenylcarbamoyl-nonanoic acid methyl ester 
• 51309-10-5 10-chlorodecanol 
• 62-53-3 aniline 
• 112-47-0 1,10-Decanediol 

Downstream Products

• 155373-47-0 5-{[(10-Hydroxy-decyl)-phenyl-amino]-methylene}-2,2-dimethyl-[1,3]dioxane-4,6-dione 

Relevant articles and documents

Ruthenium-complex-catalyzed N-(Cyclo)alkylation of aromatic amines with diols. Selective synthesis of N-(ω-hydroxyalkyl)anilines of type PhNH(CH2)(n)OH and of some bioactive arylpiperazines

A new class of well-defined neutral mono-, and dicationic ruthenium(II) complexes containing a neutral terdentate donor system [C5H3N(CH2E)2- 2,6] (E = PPh2 (PNP) or NME2 (NN'N) has been found effective as catalyst precursor in N-(cyclo)alkylation reactions of aromatic amines with diols Y(CH2CH2OH)2 (Y = CH2, NR). With these catalysts, N-phenylpiperidine is synthesized from aniline and 1,5-pentanediol in 85% yield (at 180 °C for 24 h in 1.4-dioxane). With neutral RuCl2(NN'N)-(PPh3) as a catalyst precursor, aniline can be selectively N-monoalkylated with diols of the type HO(CH2)(n)OH (n = 4-6, 10) to give N-(n-hydroxyalkyl)anilines in 40-75 yield. To our knowledge, this represents the first useful catalytic route to this type of compounds. The new catalysts can also be used in the synthesis of arylpiperazines. For example, N-phenyl-N'-methylpiperazine is obtained from aniline and MeN(CH2CH2OH)2 in yields up to 34%. N- [m(Trifluoromethyl)phenyl]-N'-methylpiperazine, TFMPMP, is successfully produced from m-(trifluoromethyl)aniline and MeN-(CH2CH2OH)2 in 44% yield using monocationic [RuOTf(NN'N)(PPh3)]OTf as the catalyst precursor. A mechanism for the N-(cyclo)alkylation reaction is proposed.