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2- cyclopropylmethyl

Naltrexone hydrochloride dihydrate (l-7V-cyclopropylmethyl-7,8-dihydro-14-hydroxy-morphinan-6-one hydrochloride) [16676-29-2] M 413.9, m 274-276°, [a] -173° (c 1, H2O), pKEst(i) 6 (N-cyclopropylmethyl), pKEst(i) (phenolic OH). This narcotic antagonist has been purified by recrystn from MeOH and dried air. The free base has m 168-170° after recrystn from Me2CO. [Cone et al. J Pharm Sci 64 618 7975 Gold et al. Med Res Rev 2 211 7952.]... [Pg.550]

Only the bisected conformation aligns the cyclopropyl C—C orbitals for effective overlap. Crystal structure determinations on two cyclopropylmethyl cabons with additional stabilizing substituents, C and D, have confirmed file preference for the bisected geometry. The crystal structures of C and D are shown in Fig. 5.8. [Pg.285]

The C4H7+ cation shown as the first entry in Scheme 5.5 is a particularly interesting example. It is a bridged ion which can be reached from isomeric cyclopropylmethyl and cyclobutyl irms. [Pg.334]

EPR spectra have been widely used in the study of reactions to detect fiee-radical intermediates. An interesting example involves the cyclopropylmethyl radical. Much chemical experience has indicated that this radical is unstable, giving rise to 3-butenyl radical rapidly after being generated. [Pg.668]

Below — 140°C, the EPR spectrum observed was that of the cyclopropylmethyl radical. If the photolysis was done above — 140°C, however, the spectmm of a second species was seen, and above — 100°C, this was the only spectmm observed. This second spectmm could be shown to be that of the 3-butenyl radical. This study also established that the 3-butenyl radical did not revert to the cyclopropylmethyl radical on being cooled back to — 140°C. The conclusion is that the ring opening of the cyclopropyl radical is a very facile process and that the lifetime of the cyclopropyl radical above — 100°C is very short. Even though the equilibrium favors the 3-butenyl radical, the reversible ring closure can be detected by isotopic labeling experiments, which reveal the occurrence of deuterium migration ... [Pg.669]

An alternative description of the singlet excited state is a cyclopropylmethyl singlet diradical. Only one of the terminal carbons would be free to rotate in such a structure. [Pg.774]

Bromophenacyl, 262 Cyclopropylmethyl, 262 Allyl, 262 Propargyl, 264 Isopropyl, 264 Cyclohexyl, 265 t-Butyl, 265 Benzyl, 266... [Pg.246]

J. B. Hendrickson and C. Kandall, Tetrahedron Lett., 343 (1970). Cyclopropylmethyl Ether ArOCH2-c-C3H5... [Pg.262]

Methyl-1 -cyclopropylmethyl, 549 1 -Methyl-1 -(p-phenylazophenyl)ethyl, 549 1-Methyl-1-phenylethyl, 549 1 -Methyl-1 -(4 -pyridyl)ethyl, 549 Phenyl, 549... [Pg.496]

Cleavage is achieved by acidolysis in neat TFA. A-Cyclopropylmethyl, N-t-butyl, A-t-adamantyl, and A-(l-methylcyclohexyl)acetamide were not affected by these conditions. [Pg.633]

It has been found empirically that central analgesics that possess some degree of activity as antagonists of the effects of morphine tend to show a reduced propensity for causing physical addiction. Again empirically, it was noted that this could often be achieved by replacement of the N-methyl group by allyl, cyclopropylmethyl, or cyclobutylmethyl additional nuclear modifications often contributed to this activity. [Pg.111]

Chemical Name 7-Chloro-1 -(cyclopropylmethyl[-1,3-dihydro-5-phenyl-2H-1,4-benzodlaze-pin-2-one... [Pg.1277]

Preparation of2-(N-Phthalimidoacetyl-N-Cyclopropylmethyl)-Amino-5-Chlorobemophenone To a solution of 36.0 g (0.126 mol) of 2-cyclopropylmethylamino-5-chlorobenzophenone in 500 ml of tetrahydrofuran is added 50.7 g (0.252 mol) of phthalimidoacetyl chloride. [Pg.1279]

The resulting solution is refluxed for 16 to 24 hours, the solvent removed under vacuum, the residual oil crystallized from 200 ml of ethanol and recrystallized from 500 ml of 80% ethanol-20% tetrahydrofuran giving 44.7 g of 2-(N-phthalimidoacetyl-N-cyclopropylmethyl)-amino-5-chlorobenzophenone, MP 163 to 164°C (75% yield). [Pg.1279]

To a solution of 39.5 g (0.0845 mol) of 2-(N-phthalimidoacetyl-N-cyclopropylmethyl)amino-5-chlorobenzophenone in a mixture of 423 ml of chloroform and 423 ml of ethanol Is added 9.52 g (0.1903 mol) of hydrazine hydrate and 9.52 ml of water. This solution is allowed to stand at room temperature. In 3 hours a precipitate begins to form in the solution. After standing 16 to 24 hours a voluminous pulpy white precipitate forms. The solvents are removed under vacuum while keeping the temperature under 40 0 and the residue is partitioned between dilute ammonia water and ether. [Pg.1279]

The aqueous layer Is separated and washed with ether, the ether extracted with 5% hydrochloric acid, the acidic solution is made basic with 10% sodium hydroxide and again extracted with ether. Since some spontaneous crystallization occurs in the ether, the solvent is removed without drying under vacuum and the residue is recrystallized from 35 ml of ethanol giving 18.0 g of 1-cyclopropylmethyl-5-phenyl-7-chloro-1 H-1,4-benzodiazepine-2(3H)-one, MP 145° to 146°C (65% yield), according to U.S. Patent 3,192,199. [Pg.1279]

The products from the thermolyses of other alkyl and aryl azidoformates in 1,4-di-tm-butylbenzene are unpredictable. In some cases, e.g. with cyclopropylmethyl, tert-butyl and 4-methoxyphenyl azidoformates, only the corresponding 3,6-di-/< rt-butyl-l//-azepines are... [Pg.139]

Cyclopropylmethyl cations are even more stable than the benzyl type. Compound 7 has been prepared by solution of the corresponding alcohol in 96% H2S04. Compounds 5, 6, and similar ions have been prepared by solution of the alcohols in FSO3H—SO2—SbFf." This special stability, which increases with each additional cyclopropyl group, is a result of... [Pg.222]

In contrast to the stability of cyclopropylmethyl cations (p. 222), the cyclopropyl group exerts only a weak stabilizing effect on an adjacent carbanionic carbon. ... [Pg.230]


See other pages where 2- cyclopropylmethyl is mentioned: [Pg.310]    [Pg.311]    [Pg.347]    [Pg.347]    [Pg.284]    [Pg.284]    [Pg.334]    [Pg.690]    [Pg.549]    [Pg.119]    [Pg.60]    [Pg.196]    [Pg.196]    [Pg.91]    [Pg.223]    [Pg.408]    [Pg.416]    [Pg.417]    [Pg.417]    [Pg.417]    [Pg.418]    [Pg.418]    [Pg.545]   
See also in sourсe #XX -- [ Pg.418 ]

See also in sourсe #XX -- [ Pg.381 , Pg.428 , Pg.429 ]

See also in sourсe #XX -- [ Pg.310 ]

See also in sourсe #XX -- [ Pg.96 , Pg.98 , Pg.137 , Pg.311 , Pg.554 ]

See also in sourсe #XX -- [ Pg.61 ]




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Allyl cations cyclopropylmethyl

Allylmethyl-Cyclopropylmethyl-Cyclobutyl Systems

And cyclopropylmethyl cations

Carbenium ions cyclopropylmethyl

Carbocations cyclopropylmethyl

Carbonium ions cyclopropylmethyl

Cyclopropylmethyl Grignard reagents

Cyclopropylmethyl acetate

Cyclopropylmethyl anions

Cyclopropylmethyl bromide

Cyclopropylmethyl carbamates, to protect

Cyclopropylmethyl carbamates, to protect amines

Cyclopropylmethyl carbene

Cyclopropylmethyl cation bisected

Cyclopropylmethyl cation studies

Cyclopropylmethyl cations

Cyclopropylmethyl chloride

Cyclopropylmethyl halides, reaction with

Cyclopropylmethyl ketone

Cyclopropylmethyl morphinans

Cyclopropylmethyl radical

Cyclopropylmethyl radical rearrangement

Cyclopropylmethyl radicals ring-opening

Cyclopropylmethyl ring-opening

Cyclopropylmethyl ring-opening reaction

Cyclopropylmethyl-Allylmethyl Systems

Cyclopropylmethylation

Cyclopropylmethylation

Free radicals cyclopropylmethyl, ring-opening

Ketone, cyclopropylmethyl acylation of homoallylic silanes

Ketone, cyclopropylmethyl preparation

N Cyclopropylmethyl

Nonclassical cyclopropylmethyl

Of cyclopropylmethyl

Rearrangements of cyclopropylmethyl

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