Methyl naphthyl-1 ketone

In a 3-I. round-bottomed flask 250 g. of commercial calcium hypochlorite is dissolved in i 1. of warm water and a warm solution of 175 g. of potassium carbonate and 50 g. of potassium hydroxide in 500 cc. of water is added. The flask is stoppered and shaken vigorously until the semi-solid gel which first forms become quite fluid. The suspended solid is removed by filtration on a large Buchner funnel, washed with 200 cc. of water, and sucked as dry as possible with the aid of a rubber dam and an efficient suction pump. The filtrate of approximately 1500 cc. is placed in a 3-I. round-bottomed flask and is ready for the addition of methyl /3-naphthyl ketone. 

Steam distil from a 1-5 litre three-necked flask until the odour of nitrobenzene is no longer perceptible in the distillate (6-12 hours). Extract the cold residue with three 100 ml. portions of ether, dry the combined extracts with anhydrous magnesium sulphate, and distil off the ether. The residue solidifies and consists of almost pure methyl (3-naphthyl ketone, m.p. 52° the yield is 30 g. Upon recrystallisation from glacial acetic acid, the m.p. is raised to 54°. 

The commercial product, m.p. 53-55°, may be used. Alternatively the methyl (3-naphthyl ketone may be prepared from naphthalene as described in Section IV, 136. The Friedel Crafts reaction in nitrobenzene solution yields about 90 per cent, of the (3-ketone and 10 per cent, of the a-ketone in carbon disulphide solution at — 15°, the proportions are 65 per cent, of the a- and 35 per cent, of the (3-isomer. With chlorobenzene as the reaction medium, a high proportion of the a-ketone is also formed. Separation of the liquid a-isomer from the solid [3-isomer in Such mixtures (which remain liquid at the ordinary temperature) is readily effected through the picrates the picrate of the liquid a-aceto oompound is less soluble and the higher melting. 

Methyl malonatc, 13, roo Methyl /3-naphthyl ketone, 17, 6s Methyl nitrite, 16, 44 Methyl oxalate, 10, 70 3-Methylpentanoic acid, 11, 76 Methyl /S-phenylethyl ketone, 16, 49... 

This method may be used for the preparation of larger quantities, a batch twenty times this size giving a yield of 87 per cent. It may be used also for the preparation of other aromatic acids where suitable ketones are available. Methyl a-naphthyl ketone prepared by Caille s method 1 is not suitable for the preparation of a-naphthoic acid as it contains at least 30 per cent of the methyl /3-naphthyl ketone.2 3... 

Strawberry Anisyl formate benzyl isobuiyrate Cuminic alcohol Ethyl methylphenylglycidaie Ethyl phenylglycidate Isoamyl salicylate Isobuiyl anthranilate Meihylacetophenone Methyl cinnamate. Methyl naphthyl ketone Nerolin Neryl isobutyrate Phenylglycidate... 

SYNS l-ACETONAPHTHALENE a-ACETO-NAPHTHONE 1-ACETONAPHTHONE 1-ACETYLNAPHTHALENE ETHANONE, 1-(1-NAPHTHALENYL)-(9CI) METHYL a-NAPHTHYL KETONE METHYL 1-NAPHTHYL KETONE a-METHYL NAPHTHYL KETONE 1-(1-NAPHTH-ALENWL)ETHANONE a-NAPHTHYL METHYL KETONE 1-NAPHTHYL METHYL KETONE... 

SYNS P-ACETONAPHTHALENE ACETONAPHTHONE p-ACETONAPHTHONE 2-ACETONAPHTHONE p-ACETYLNAPHTHALENE 2-ACETYLNAPHTHALENE FEMA No. 2723 METHYL-p-NAPHTHYL KETONE (FCC) METHYL-2-NAPHTHYL KETONE p-METHYL NAPHTHYL KETONE l-(2-NAPHTHALENYL)ETHANONE p-... 

METHYL 1-NAPHTHYL KETONE see ABC475 METHYL-2-NAPHTHYL KETONE see ABC500 METHYL a-NAPHTHYL KETONE see ABC475 a-METHYL NAPHTHYL KETONE see ABC475 P-METHYL NAPHTHYL KETONE see ABC500 METHYL-p-NAPHTHYL KETONE (FCC) see ABC500 N-METHYL-N-(1-... 

Methylacetophenone Methyl anthralinate Methyl benzoate Methyl cinnamate Methyl hetine carbonate Methyl naphthyl ketone Methyl salicylate Mint essential oil Nerolin... 

Acetylation of naphthalene gives methyl naphthyl ketone, and sulfonation followed by alkaline fusion gives naphthol (Scheme 4.60). The methyl and ethyl ethers of naphthol are prepared from naphthol by reaction with the corresponding alkyl sulfate under basic conditions. These ethers are usually known by the shorter names of yara and nerolin, respectively. Yara, nerolin and methyl naphthyl ketone possess floral odours and are moderately important perfume ingredients. 

Acetylation of naphthalene gives methyl naphthyl ketone and sulfon-ation, followed by alkaline fusion, gives naphthol. The methyl and... 

Heptadienal 234 Isobutyl alcohol 282 Methyl naphthyl ketone... 

Synonyms p-Acetonaphthalene Acetonaphthone 2-Acetonaphthone p-Acetonaphthone 2-Acetylnaphthalene P-Acetyinaphthalene Methyl naphthyl ketone Methyl 2-naphthyl ketone Methyl p-naphthyl ketone p-Methyl naphthyl ketone 1-(2-Naphthalenyl) ethanone 2-Naphthyl methyl ketone P-Naphthyl methyl ketone Orange crystals Empirical C12H10O... 

Methyl-1,4-naphthalenedione 2-Methyl-1,4-naphthoquinone. See Menadione N-Methyl-a-naphthylcarbamate. See Carbaryl Methyl 2-naphthyl ether Methyl p-naphthyl ether. See P-Naphthyl methyl ether Methyl naphthyl ketone. See 2 -Acetonaphthone... 

Methyl p-naphthyl ketone p-Methyl naphthyl ketone. See 2 -Acetonaphthone N-Methyl-a-naphthylurethan. See Carbaryl Methyl neopentanoate. See Methyl pivalate Methyl Niclate . See Nickel dimethyidithiocarbamate Methyl nicotinate... 

Colour reactions have not been quoted. YeUow to orange zones are formed in some cases by spraying with 2,4-DNP (Rgt. No. 82) only a few ketones (< 50 jxg) react with hydrazinium sulphate (Rgt. No. 130) methyl naphthyl ketone alone fluoresces itself (blue). 

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