2-bromophenyl ethyl

Bromophenyl ethyl ether, AM86 U-Bromophenyl ethyl ether, AM87 U-Bromophenylformamide, AJ36 U-Bromophenylglyoxal hydrazone,... 

The Kagan reagent has in a number of cases proved much more stereoselective than other systems. For example, Beckwith and Boate oxidized tetrahydrothiophene and 2-(2-bromophenyl)ethyl methyl thioether into the corresponding sulfoxides (>90% ee) [60]. Tanaka and coworkers used the method (with CHP as oxidant) to synthesize itomanindole A (80% ee) from an indolic disulfide precursor [61]. The monooxidation is fully regioselective. Both... 

Star-like PFs 236 with a silsesquioxane core have been prepared by Ni-mediated copolymerization of 2,7-dibromo-9,9-dioctylfluorene with octa(2-(4-bromophenyl)ethyl)octasilses-quioxane [333]. The polymer is thermally stable up to 424°C (TGA). In both chloroform solution and films, its absorption and PL spectra are very close to that for PFO 196, although a somewhat higher PL efficiency is observed in films (64 and 55%, respectively). The polymer 236, however, demonstrates a better PL color stability during thermal annealing. An ITO/PEDOT/236/Ca/Ag device can be turned on at 6.0 V, and shows a brightness of 5430 cd/m2 (at 8.8 V) with F] =0.44%, almost twice as high as that for the corresponding PFO device (Chart 2.60). 

Problem 25.10 Describe simple chemical tests (if any) that will distinguish between (a) bromobenzene and //-hexyl bromide (b) /7-bromotoIuene and benzyl bromide (c) chlorobenzene and 1-chloro-1-hexene (d) a-(p-bromophenyl)ethyl alcohol (/ -BrC(>H4CHOHCHx) and p-bromo-//-hexylbenzenc (e) a-(p-chlorophenyl)ethyl alcohol and j8-(p-chlorophenyl)ethyl alcohol (/7-CIC6H4CH2CH2OH). Tell exactly whai you would do and see. 

Reductive desulphonylation of a-alkylidene fi-oxosulphones (typical procedure) To a solntion of NaTeH, prepared from tellurium (0.65 g, 5 mmol) and NaBH (0.45 g, 12 mmol) in EtOH (20 mL) under Nj, is added, while stirring, a solution of a-(p-bromoben-zylidene) )3-ketosulphone (0.73 g, 2 mmol) in DMF (15 mL). The solution, which immediately turns red-black, is stirred at room temperature for 3 h, and after addition of HjO (30 mL) is exposed to air for 30 min, to precipitate tellurium. The mixture is fdtered, the filtrate extracted with EtjO (3x40 mL) and the combined ether extracts dried (MgS04) and concentrated in vacuo to give the crude product, which is purified by SiOj chromatography (elution with benzene/EtOAc, 10 1), giving pure 2-(p-bromophenyl)ethyl phenyl ketone (0.46 g (80%) m.p. 65-66°C). 

An extremely simple one-pot synthesis of pyrazoles, pyrimidines, and isoxazoles has been realized by reacting enamino ketones, formed in situ with the appropriate bidentate nucleophile, under the action of microwaves [38]. Another approach to pyrazole from 4-alkoxy-l,l,l-trichloro-3-alken-2-ones and hydrazines, with toluene as solvent, is also possible under microwave conditions [39]. The Ullman coupling of (S)-[l-(3-bromophenyl)ethyl]ethylamine with N-H-containing heteroarenes such as pyrazole in N-methylpyrrolidone afforded the N-arylated compounds in high yields under microwave heating conditions at 198 °C [40]. 

Furthermore, as a related reaction, they obtained the cyclopentanol 79 by the Grignard-type reaction of l-methyl-2-(o-bromophenyl)ethyl phenyl ketone (78) without alkynes in the presence of Pd(OAc)2, PCy3, Na2C03 and 1-hexanol. It was confirmed that the addition of 1-hexanol was crucial [26]. These reactions are mechanistically interesting. A similar catalytic reaction has been reported by Vieente. These reactions are considered again in Chapter 3.7.2 [27]. 

Y-Ray analysis of l-(/ -bromophenyl)ethyl t-butyl sulphoxide confirms the gauche relationship between aryl and t-butyl groups implied by chemical studies. ... 

Fig. 2. Preparation of precursors for closure to stmcture (24) at the a bond. (25) = 2,4-dichloro-5- uoroacetophenone [704-10-9], (26) = 4-bromo-2,5-difluoroacetophenone [123942-11 -0], (27) = 2,4-dichloro-5-fluoroben2oic acid [86522-89-6], (28) = 4-bromo-2,5-difluoroben2oic acid [28314-82-1] (29) = ethyl 3-(2,4-dichloro-5-fluorophenyl)-3-oxopropanoate(30) = ethyl 3-(2,5-difluoro-4-bromophenyl)-3-oxopropanoate...

C NMR, 7, 498 (79TH51600) 2H-Azepine-4-carboxylic acid, 7-(4-bromophenyl)-3-methoxy-2-oxo-6-phenyl-X-ray, 7, 494 <79H(12)1423> 3H-A2epine-4-carboxylic acid, 6-acetyl-2-ethoxy-3-oxo-7-phenyl-, ethyl ester H NMR, 7, 503 <81H(16)363) 3H-Azepine-4-carboxylic acid, 2,6-diethoxy-3-oxo-7-phenyl-, ethyl ester H NMR, 7, 503 <81H(16)363) 3H-Azepine-4-carboxylic acid, 2-ethoxy-3-oxo-6,7-diphenyl-, ethyl ester HNMR, 7, 503 <81H(16)363) 3H-Azepine-4-carboxylic acid, 2-ethoxy-3-oxo-7-phenyl-, ethyl ester... 

Thiazol-3-ium, 3-ethyl-2-[A -(3 -ethyl-2 -thiazolylidene)-3-ylidene-1 -pro pen]-1 -yl-visible, 1, 345 (B-76MI11201) Thiazolo[2,3-a]isoquinolinium, anhydro-3-(4-bromophenyl)-2-mercapto-X-ray, 6, 669 (67JCS(B)1117)... 

Imidazolidin-2-one, 4,5-dihydroxy-4,4-di(p-bromophenyl)-reactions with urea, 5, 406 Imidazolidin-2-one, 1,3-divinyl-polymerization, 1, 280 I midazolidin-2-one, 1 -ethyl-3-vinyl-polymerization, 1, 279 Imidazolidin-2-one, 4-methylene-synthesis, 5, 140... 

Reactions.—i. Acetone gives the iodoform reaction like ethyl alcohol (p. 50). 2. Dissolve a few crystals of /-bromophenyl-... 

Initialiy, 4-bromobenzyl-cyanide is reacted with sodium amide and 2-chloropyridine to give bromophenyl-pyridyl acetonitrile. This is then reacted with sodium amide then dimethyi amino ethyl chloride to give 4.bromophenyl-dimethylamlnoethyl-pyrldyi acetonitrlie. This intermediate is then hydrolyzed and decarboxylated to bromphenirame using 80% H2SO4 at 140°-150°C for 24 hours. The brompheniramine maieate may be made by reaction with maleic acid in ethanol followed by recrystallization from pentanoi. 

The following is taken from U.S. Patent 3,061,517. Sixteen grams of racemic 3-(2-pYridyl)-3-p-bromophenyl-N,N,-dimethylpropylamine and 9,7 grams of d-phenylsuccinic acid are dissolved in 150 ml of absolute alcohol and kept at room temperature until crystallization is effected. The crystals are filtered, washed with absolute ethyl alcohol, and recrystallized from the same solvent using 5 ml thereof per gram of solid. Three subsequent crystallizations from 80% alcohol give d-3-(2-pYridYl)-3-p-bromophenYl-N,N-dimethylpropYlamine-d-phenylsuccinate MP 152°-154°C 91 (concentration, 1% in dimethylformamide). 

Although theseazepin-2-onesexhibitdeshieldedprotonresonances(<5 = 7.8 8.2), with an ortho coupling for the 5,6-unsubstituted derivative of J5 6 = 10 Hz, an X-ray structural analysis of ethyl 7-(4-bromophenyl)-3-methoxy-2-oxo-6-phenyl-27/-azepine-4-carboxylate reveals a non-planar azepine ring 48 53 3,5-Dihaloazepin-4-ones have been detected recently in the photolysis of 4-azido-2,6-dihalophenols at 12-14 K.286... 

---