8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one

Base Information

• Chemical Name: 8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one
• CAS No.: 37949-03-4
• Molecular Formula: C11H12O
• Molecular Weight: 160.216
• Hs Code.: 2914399090
• Mol file: 37949-03-4.mol

Synonyms:5,6,8,9-tetrahydrobenzo[7]annulen-7-one;

Chemical Property of 8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one

Chemical Property:

• Melting Point: 38.5 °C
• Boiling Point: 288.2±29.0 °C(Predicted)
• PSA: 17.07000
• Density: 1.064±0.06 g/cm3(Predicted)
• LogP: 2.13450
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one is a reactant in the preparation of benzo[7]annulen-7-amines with GluN2B affinity and selectivity.

Technology Process of 8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one

There total 28 articles about 8,9-Dihydro-5H-benzo[7]annulen-7(6H)-one 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: 98.0%

benzocyclohepten-7-one (4443-91-8) → 5,6,8,9-tetrahydrobenzo[7]annulen-7-one (37949-03-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 18h; under 1250.4 Torr; Ambient temperature;

DOI:10.1016/S0040-4020(01)91866-6

Reference yield: 95.0%

C11H13BrO → 5,6,8,9-tetrahydrobenzo[7]annulen-7-one (37949-03-4)

Guidance literature:

With palladium diacetate; caesium carbonate; 1,4-di(diphenylphosphino)-butane; In acetonitrile; at 80 ℃; for 1h; Reagent/catalyst; Solvent; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02978

Reference yield: 92.0%

C12H13F3O4S → 5,6,8,9-tetrahydrobenzo[7]annulen-7-one (37949-03-4)

Guidance literature:

With palladium diacetate; caesium carbonate; 1,4-di(diphenylphosphino)-butane; In acetonitrile; at 80 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02978

upstream raw materials:

7-oxo-6,7,8,9-tetrahydro-5H-benzocycloheptene-6-carbonitrile

3,3'-(1,2-phenylene)dipropionic acid

benzocyclohepten-7-one

6-Chlor-7-oxo-7H-cycloheptabenzol

Downstream raw materials:

R428

phenyl (S)-N'-cyano-N-(7-(pyrrolidin-1-yl)-6,7,8,9-tetrahydro-5H-benzo[7]annulene-2-yl)carbamimidate

phenyl N'-cyano-N-(7-(pyrrolidin-1-yl)-6,7,8,9-tetrahydro-5H-benzo[7]annulene-2-yl)carbamimidate

2,3,5,6-tetrahydro-1H-benzo[d]azocin-4-one

Refernces

• 1、 Ydhyam, Sridhar,Cha, Jin Kun. "Construction of Seven-Membered Carbocycles via Cyclopropanols". . p. 5820 - 5823. Retrieved 2015.
• 2、 Menard, D.,St-Jacques, M.. "1H and 13C NMR Studies of Conformational Substituent Effect in 4- and 5-Monosubstituted Derivatives of Benzocycloheptene". . p. 1041 - 1060. Retrieved 1983.
• 3、 Xia, Ying,Ochi, Shusuke,Dong, Guangbin. "Two-carbon ring expansion of 1-indanones via insertion of ethylene into carbon-carbon bonds". supporting information. p. 13038 - 13042. Retrieved 2019/08/26.
• 4、 Kimura, Rino,Sawayama, Yusuke,Nakazaki, Atsuo,Miyamoto, Kazunori,Uchiyama, Masanobu,Nishikawa, Toshio. "Unexpected metal-free transformation of gem-dibromomethylenes to ketones under acetylation conditions". . p. 1035 - 1041. Retrieved 2015/03/31.