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English

cyanomethylphosphonate

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Inglese

at a temperature of -10 cyanomethylphosphonate in 40 ml of tetrahydrofuran is added dropwise.

Francese

a une température de -10°c, une solution de 38,4 mmol (6,8 g) de cyanométhylphosphonate de diéthyle dans 40 ml de tétrahydrofurane est ajoutée goutte à goutte.

Ultimo aggiornamento 2014-12-03
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Inglese

2.15 g of sodium are dissolved in 70 ml of ethanol, the solution is then cooled in an ice bath and 16.46 g of diethyl cyanomethylphosphonate are added dropwise.

Francese

on dissout 2,15 g de sodium dans 70 ml d'éthanol puis on refroidit la solution par un bain de glace et l'on ajoute goutte à goutte 16,46 g de diethylcyanométhylphosphonate.

Ultimo aggiornamento 2014-12-03
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Inglese

11 g (58%) of the expected acid were collected. (c) synthesis of 3-tert-butyl-4-methoxyethoxymethoxyphenylethanone: in a manner similar to that of example 9(a), by reaction of 11 g (39 mmol) of 3-tert-butyl-4-methoxyethoxymethoxybenzoic acid with 49 ml (78 mmol) of methyllithium (1.6m), 8.5 g (75%) of the expected ketone derivative were obtained in the form of yellow oil. (d) synthesis of 3-methyl-(3-tert-butyl-4-methoxyethoxymethoxyphenyl)acrylonitrile: in a manner similar to that of example 9(b), by reaction of 8.5 g (30 mmol) of the above ketone with 14.3 ml (90 mmol) of diethyl cyanomethylphosphonate, 7 g (76%) of expected nitrile were obtained in the form of a yellow oil. (e) synthesis of 3-(3-tert-butyl-4-methoxyethoxymethocyphenyl)-crotonaldehyde: in a manner similar to that of example 9(c), starting with 7 g (23 mmol) of the above nitrile, 6 g (85%) of the expected aldehyde were obtained in the form of a yellow oil. (f) synthesis of ethly trans-7-(3-tert-butyl -4-methoxyethoxymethoxyphenyl )-3,7-dimethyl-2,4,6-heptatrienoate: in a manner similar to that of example 5(d), by reaction of 6 g (19.6 mmol) of 3-(3-tert-butyl-4-methoxyethoxymethoxyphenyl)crotonaldehyde with 8.1 ml (29.4 mmol) of triethyl 3-methyl-4-phosphono-2-butenoate, 6.6 g (81%) of the expected ethyl ester were obtained in the form of a yellow oil. (g) synthesis of trans-7-(3-tert-butyl-4-methoxyethoxymethoxyphenyl)-3,7-dimethyl-2,4, 6-heptatrienoic acid: in a manner similar to that of example 1(e), starting with 1.1 g (2.6 mmol) of the above ethyl ester and after recrystallization in a mixture of dichloromethane and heptane, 320 mg (32%) of trans-7-(3-tert-butyl-4-methoxyethoxymethoxyphenyl)-3,7-dimethyl -2,4,6-heptatrienoic acid, with a melting point of 147 c., were obtained.

Francese

de manière analogue à l'exemple 9(c) à partir de 7 g (23 mmoles) du nitrile précèdent, on obtient 6 g (85%) de l'aldéhyde attendu sous forme d'une huile jaune. (d) trans 7-(3-tert-butyl-4-méthoxyéthoxyméthoxyphenyl)-3,7-diméthyl-2,4,6-heptatrienoate d'éthyle. de manière analogue à l'exemple 5(d) par réaction de 6 g (19,6 mmoles) de 3-(3-tert-butyl-4-méthoxyéthoxyméthoxyphényl)crotonaldéhyde avec 8,1 ml (29,4 mmoles) de 3-méthyl-4-phosphono-2-butenoate de triéthyle, on obtient 6,6 g (81%) de l'ester éthylique attendu sous forme d'une huile jaune. (e) acide trans 7-(3-tert-butyl-4-méthoxyéthoxyméthoxyphenyl)-3,7-diméthyl-2,4,6-heptatrienoïque. de manière analogue à l'exemple 1(e) à partir de 1,1 g (2,6 mmoles) de l'ester éthylique précédent, on obtient après recristallisation dans un mélange de dichlorométhane et d'heptane 320 mg (32%) d' acide trans 7-(3-tert-butyl-4-méthoxyéthoxyméthoxyphenyl)-3,7-diméthyl-2,4,6-heptatrienoïque de point de fusion 147-8°c. exemple 15 dans cet exemple, on a illustré diverses formulations concrètes à base des composés selon l'invention.

Ultimo aggiornamento 2014-12-03
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