1(2H)-Naphthalenone, 3,4-dihydro-2-(phenylmethyl)-, (2R)-

Base Information

• Chemical Name: 1(2H)-Naphthalenone, 3,4-dihydro-2-(phenylmethyl)-, (2R)-
• CAS No.: 132797-26-3
• Molecular Formula: C17H16O
• Molecular Weight: 236.313
• Mol file: 132797-26-3.mol

Synonyms:

Chemical Property of 1(2H)-Naphthalenone, 3,4-dihydro-2-(phenylmethyl)-, (2R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1(2H)-Naphthalenone, 3,4-dihydro-2-(phenylmethyl)-, (2R)-

There total 62 articles about 1(2H)-Naphthalenone, 3,4-dihydro-2-(phenylmethyl)-, (2R)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

3,4-dihydronaphthalene-1(2H)-one (529-34-0) + benzyl alcohol (100-51-6,185532-71-2) → 2-benzyl-1-tetralone (132797-26-3,27019-08-5)

Guidance literature:

With C₄₂H₃₆ClIrO₂P₂; potassium hydroxide; In para-xylene; at 130 ℃; for 12h; Inert atmosphere; Schlenk technique; Molecular sieve;

DOI:10.1002/adsc.201300656

Reference yield: 96.0%

1,2,3,4-Tetrahydro-1-naphthol (529-33-9) + benzyl alcohol (100-51-6,185532-71-2) → 2-benzyl-1-tetralone (132797-26-3,27019-08-5)

Guidance literature:

With C₂₇H₂₄Cl₃F₆IrN₂; potassium hydroxide; In toluene; at 130 ℃;

DOI:10.1021/acs.joc.8b00043

Reference yield: 91.0%

C18H15F3O → (R)-2-benzyl-1-tetralone (132797-26-3)

Guidance literature:

With (S)-3,3'-bis(4''-trifluoromethylphenyl)-2,2'-(2,2-bisbromo-2-stannapropane-1,3-diyl)-1,1'-binaphthyl; sodium methylate; In methanol; hexane; at 50 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.201302975

upstream raw materials:

2-benzyl-4-phenylbutanoic acid

benzyl bromide

3,4-dihydronaphthalene-1(2H)-one

ethyl 2-benzyl-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate

Downstream raw materials:

2-benzyl-1-(trifluoroacetoxy)tetral-1-ene

(S)-2-benzyl-1-tetralone

cis-2-benzyl-1,2,3,4-tetrahydronaphthalene-1-ol

Refernces

• 1、 Yasukata, Tatsuro,Koga, Kenji. "Enantioselective Protonation of Achiral Lithium Enolates Using a Chiral Amine in the Presence of Lithium Bromide". . p. 35 - 38. Retrieved 1993.
• 2、 Goto,Akimoto,Aoki,Shindo,Koga. "Rate enhancement with high ratio of the monoalkylated product to the dialkylated product in the alkylation of the lithium enolate of 1-tetralone with reactive alkyl halides". . p. 1529 - 1531. Retrieved 2000.
• 3、 Yamashita, Yasuhiro,Emura, Yoshihiro,Odashima, Kazunori,Koga, Kenji. "Catalytic asymmetric protonation of achiral lithium enolates mediated by a chiral tetraamine ligand with water as a proton source". . p. 209 - 213. Retrieved 2000.
• 4、 Hoshino, Yukio,Tanaka, Hiroto,Takeno, Noboru. "Regioselective reduction of the homoisoflavone system with dialkylboranes in the presence of palladium catalysts". . p. 2923 - 2928. Retrieved 1998.
• 5、 Sugiura,Nakai. "Asymmetric catalytic protonation of silyl enol ethers with chiral palladium complexes". . p. 2366 - 2368. Retrieved 1997.
• 6、 Stiles. "-". . p. 2598. Retrieved 1959.
• 7、 Bains, Amreen K,Biswas, Ayanangshu,Adhikari, Debashis. "Nickel-Catalyzed Selective Synthesis of α-Alkylated Ketones via Dehydrogenative Cross-Coupling of Primary and Secondary Alcohols". supporting information. p. 47 - 52. Retrieved 2021/10/14.
• 8、 Li, Min,Liu, Jichang,Liu, Ning,Shi, Lei,Wang, Yubin,Wu, Di. "Nickel-catalyzed α-alkylation of ketones with benzyl alcohols". . . Retrieved 2021/11/04.