L-bromo-3-phenyl

Conversion of 3-Phenylpropene to l-Bromo-3-phenyl-2-propanone T. Kageyama, Y. Tobito, A. Katoh, Y. Ueno, and M. Okawara,... 

Ultraviolet spectroscopy [58] did not indicate the existence of a secondary organomagnesium compound in the ethereal solution of the reaction product of l-bromo-3-phenyl-2-propene with magnesium ... 

Obtained by reaction of l-bromo-3-phenyl-propane with resacetophenone in the presence of potassium carbonate in refluxing acetone for 24 h. The 1-chloro derivative and butanone can also be used iustead of the mentioned starting materials (83%) [3204],... 

Photolysis of 3-phenyl-2,l-benzisoxazole in 48% HBr produced reduction and substitution products via a proposed triplet state nitrenium ion intermediate (71HCA2111). Photolytic decomposition of 5-bromo-3-phenyl-2,l-benzisoxazole in 48% HBr gave 2-amino-5-bromoacetophenone and 2-amino-3,5-dibromoacetophenone (Scheme 18). A nitrenium ion intermediate was also proposed for the photolytic decomposition of 3-phenyl-2,l-benzisoxazole in concentrated HCl (Scheme 19) (7IHCA2111). 

ACETATE], 32 1 Propene, 2-methyl-, 35 2-Propen-l-ol, 2-bromo 3-phenyl-, acetate, 35... 

BtURET, 1-PHENYL-2-THIO-, 42,87 Bromination, of 2-aminopyridine, 44,34 of l-bromo-3-phenylpropane with N-bromosuccinimide to give 1,3-dibromo-l-phenylpropane,... 

Sodium, with l-bromo-3-chloro-cyclobutane to give bicyclo [l.l.O]butane, 51, 55 Sodium amalgam, 50, 50, 51 Sodium amide, with 2,4-pentane-dione and diphenyliodonium chloride to give l-phenyl-2, 4-pentanedione, 51, 128 Sodium azide, 50, 107 with mixed carboxylic-carbonic anhydrides, 51, 49 Sodium borohydride, reduction of erythro-3-methanesulfony-loxy-2-butyl cyclobutanecar-boxylate, 51, 12 reduction of 2-(1-phenylcyclo-pentyl)-4,4,6-trimethyl-5,6-dihydro-1,3(4H)-oxazine to 2-(1-phenylcyclopentyl)-4,4, 6-trimethyltetrahydro-l,3-oxazine, 51, 25 Sodium cyanoborohydride, used... 

Cohare and co-workers reported that aristolactam BU (22) was prepared, following Kupchen s method, by Perkin condensation of 6-bromo-3,4-di-methoxy phenyl acetic acid (119) and o-nitrobenzaldehyde (120) (Scheme 14). The 2-bromo-4,5-dimethoxy-2 -nitro-ds-stilbene-a-carboxylic acid (121) was obtained. The nitro group of 121 was reduced with ferrous sulfate and ammonium hydroxide, and the resulting 2-bromo-4,5-dimethoxy-2 -amino-cw-stilbene-a-carboxylic acid (122) without purification was submitted to the Pschorr phenanthrene synthesis to yield l-bromo-3,4-dimethoxyphen-anthrene-lO-carboxylic acid (123). The phenanthrylamine 124 was prepared from 123 via a Schmidt reaction, and, by treatment with n-butyllithium and CO2, 124, afforded 22 (42). 

The potassium salt of 7-methyl-3-phenyl-2,4-dioxo-l,2,3,4-tetrahydropyrido[2,3- pyrimidine-5-carboxylate 153 was condensed with l-bromo-3-chloropropane or 1,4-dibromobutane in anhydrous DMF at room temperature to afford the A-l-alkyl derivatives 154 and 155, respectively <1994FA499>. The corresponding A-l-piperazinylalkyl derivatives of 153 were also prepared in more than 40% yield. Debenzylation of 6-benzyl-3-methylpyrido[4,3-,7 pyrimidine 156 by Pd/C-catalyzed hydrogenolysis in AcOH gave the analogue 157 <1994JHC1569>. 

Asymmetric synthesis of 3-phcnylalkanaIs was realized by deprotonation of 2-methoxy-2-phenyl-l-[(T )-3-phenyl-2-propenyloxy]propane with potassium diisopropylamide (K.DA), followed by alkylation. The starting material is derived from ( )-3-bromo-l-phenyl-l-propene and (R)-2-methoxy-2-phenyl-l-propanol2. Alkylation occurred exclusively at the 3-position of... 

Diketones cyclize much more efficiently than simple ketones. Photochemical cyclobutanol formation is the key step in a novel route14 to 1,3-cyclopentanediones, as exemplified by the conversion of l-bromo-5-phenyl-2,3-pentanedione to 4-phenyl-l,3-cyclopentanedione. 

Catalytic reduction of the 2-nitrophenyIhydrazones (745) and subsequent air oxidation of the tetrahydro-l,2,4-benzotriazines (746) which are formed is used for the synthesis of 3,4-dihydro-1,2,4-benzotriazines (747) (80FES715). In another cyclization of an o-nitro group, which somewhat resembles others (e.g. 736 —> 737) described earlier, treatment of l,l-dialkyl-2-(2-nitrophenyl)hydrazines (748) with acids affords 2-alkyl-1,2,4-benzotriazinium salts (749) (77JCS(P1)478). The 2-nitrophenylbromohydrazone (750) with sodium ethoxide and ethyl cyanoacetate forms 6-bromo-3-phenyl-l,2,4-benzotriazine (751) a mechanism for this interesting transformation, in which the cyanoacetate plays no part, has been proposed (79JHC33). 

Propane 2-Bromo-1.1-difluoro-l-mcthylthio-3-phenyl- ElOa, 248 (H - Br 2SR - 2F)... 

Propane 2-Bromo-3-fluoro-l-(4-fluoro-phenyl)-l-oxo-3-phenyl-ElOa. 239 (En + HF/NBS)... 

A mixture of 14.91 g (135.324 mmol) of thiophenol and 5.5 g (137.5 mmol) of NaOH in 100 ml acetone was heated at reflux for 2.5 h and then treated dropwise with a solution of 20 g (134.19 mmol) of l-bromo-3-methyl-2-butene in 20 ml acetone. This solution was refluxed for 40 h and then stirred at room temperature for 24 h. Solvent was then removed in vacuo, the residue taken up in water, and extracted with 3 times 50 ml ether. Ether extracts were combined and washed with 3 times 30 ml of 5% NaOH solution, then water, saturated NaCI solution and dried. Solvent was then removed in vacuo and the residue further purified by kugelrohr distillation (80°C, 0.75 mm) to give the phenyl-3-methylbut-2-enylsulfide as a pale yellow oil. 

Bromo-5-phenyl-2(l//)-pyrazinone 5-Bromo-3-phenyl-2(l//)-pyrazinone 5-Bromo-3-piperidino-2-pyrazinamine 2-Bromo-5-piperidinopyrazine 4-oxide... 

Synonym BDE-2, PBDE-2, l-bromo-3-phenoxybenzene, m-bromophenyl phenyl ether, 3-bromophenyl phenyl ether, 3-phenoxybromobenzene, 3-phenoxyphenyl bromide, m-bromodiphenyl ether, m-phenoxybromobenzene, m-phenox-yphenyl bromide... 

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