129786-15-8

Basic information

• Product Name: Cyclohexanone, 2-(2-methoxyethyl)-
• CAS NO: 129786-15-8
• Molecular Formula: C9H16O2
• Molecular Weight: 156.225
• Mol File: 129786-15-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Cyclohexanone, 2-(2-methoxyethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanone, 2-(2-methoxyethyl)-(129786-15-8)
• EPA Substance Registry System: Cyclohexanone, 2-(2-methoxyethyl)-(129786-15-8)

Safety Data

• Hazardous Substances Data: 129786-15-8(Hazardous Substances Data)

Upstream product

• 57133-56-9 2-(1,4-dioxaspiro[4.5]decan-6-yl)ethan-1-ol 
• 586961-85-5 1-methoxy-7-octen-4-ol 
• 21071-24-9 4-methoxybutanal 
• 129786-12-5 (1R,2S)-2-(2-Methoxy-ethyl)-cyclohexanol 
• 129881-59-0 1,1-ethylenedioxy-2-(2-methoxyethyl)cyclohexane 

Downstream Products

• 129881-61-4 2-methyl-2-(2-methoxyethyl)-6-benzalcyclohexanone 
• 77857-41-1 (R)-(+)-2-(2-methoxyethyl)cyclohexanone 
• 129881-60-3 2-(2-methoxyethyl)-6-benzalcyclohexanone 
• 1029407-85-9 (S)-2-(2-methoxyethyl)cyclohexanone 

Relevant articles and documents

Palladium-catalyzed intramolecular hydroalkylation of alkenyl- β-keto esters, α-aryl ketones, and alkyl ketones in the presence of Me 3SiCl or HCI

Reaction of 3-butenyl β-keto esters or 3-butenyl α-aryl ketones with a catalytic amount of [PdCl2(CH3CN)2] (2) and a stoichiometric amount of Me3SiCl or Me3SiCl/ CuCl2 in dioxane at 25-70°C formed 2-substituted cyclohexanones in good yield with high regioselectivity. This protocol tolerated a number of ester and aryl groups and tolerated substitution at the allylic, enolic, and cis and trans terminal olefinic positions. In situ NMR experiments indicated that the chlorosilane was not directly involved in palladium-catalyzed hydroalkylation, but rather served as a source of HCl, which presumably catalyzes enolization of the ketone. Identification of HCl as the active promoter of palladium-catalyzed hydroalkylation led to the development of an effective protocol for the hydroalkylation of alkyl 3-butenyl ketones that employed sub-stoichiometric amounts of 2, HCl, and CuCl2 in a sealed tube at 70°C.

Cyclic amidino agents useful as nitric oxide synthase inhibitors

The current invention discloses useful amidino derivative useful as nitric oxide synthase inhibitors.

PHOTOLYSIS OF α-DIAZOCYCLOPENTANONES. RING CONTRACTION TO FUNCTIONALISED CYCLOBUTANES AND SYNTHESIS OF JUNIONONE, GRANDISOL AND PLANOCOCCYL ACETATE

Photolysis of diazoketone 19 in methanol furnished the cyclobutane carboxylate 20.Photolysis in aqueous sodium bicarbonate-THF afforded the acid 21 in better yield.Reduction of the ester followed by oxidation and a subsequent Wittig reaction furnished (+/-) junionone (3).Photolysis of the diazoketone 24 resulted in a 1:1 mixture of cyclobutane carboxylates 25.Treatment of the corresponding carboxylic acids with hydriodic acid furnished the bicyclic lactone 27, a known precursor of grandisol (1).The diazoketone 28, on photolysis yielded a mixture of cyclobutane carboxylates 29 and 30.Conversion of the trans acid 31 to a methyl ketone followed by oxidative functionalisation of the phenyl group gave the keto ester 36 which was isomerised under acid catalysis to 37, which in optically active form had been a precursor to (-) grandisol.Photolysis of diazoketone 38 afforded the cyclobutane carboxylates 39 and 40 in 2:1 proportion.The corresponding mixture of acids on treatment with methyl lithium and subsequent acetylation furnished the keto acetates 43 and 44, resulting in a formal synthesis of planococcyl acetate (4).