Benzoyl chlorid hydrid

Trimethylene dibromide (Section 111,35) is easily prepared from commercial trimethj lene glycol, whilst hexamethylene dibromide (1 O dibromohexane) is obtained by the red P - Br reaction upon the glycol 1 6-hexanediol is prepared by the reduction of diethyl adipate (sodium and alcohol lithium aluminium hydride or copper-chromium oxide and hydrogen under pressure). Penta-methylene dibromide (1 5-dibromopentane) is readily produced by the red P-Brj method from the commercially available 1 5 pentanediol or tetra-hydropyran (Section 111,37). Pentamethylene dibromide is also formed by the action of phosphorus pentabromide upon benzoyl piperidine (I) (from benzoyl chloride and piperidine) ... 

The Reissert compound obtained from phthalazine and potassium cyanide in the presence of benzoyl chloride can be converted with methyl iodide and sodium hydride in DMF into... 

An 80% yield of tetraphenylfuran is obtained by treatment of benzoyl chloride with active titanium generated by lithium aluminum hydride reduction of titanium trichloride (Scheme 84e) (8UOC2407). The reaction nroceeds via benzil and tetraphenylbut-2-ene-l,4-dione, both of which are minor products of the reaction. 

Similarly, the position of the acyl group in derivatives formed by the reaction with acetic hydride or benzoyl chloride and the position of the carboxymethyl group in the derivative formed by the reaction with chloracetic acid are not established. ... 

A number of optically active 1,1 -binaphthyl compounds, 8168 and 9,169 have been prepared with a view to use them as asymmetric catalysts. Compounds 8 (X = Br and OTf)170,171 and 9 [R3 = Me(OTf)2]169 have been used to resolve diols in their reaction with benzoyl chloride. Tin hydrides based on structure 8 (X2 = MeH,172 Bu H,173 and Me3CCH2H171) have been designed for carrying out enantioselective reductions. 

A viable iron carbonyl-mediated reduction process converts acid chlorides and bromoalkanes into aldehydes [3, 6]. Yields are high, with the exception of nitro-benzoyl chloride, and the procedure is generally applicable for the synthesis of alkyl, aryl and a,(i-unsaturated aldehydes from the acid chlorides. The reduction proceeds via the initial formation of the acyl iron complex, followed by hydride transfer and extrusion of the aldehyde (cf. Chapter 8). 

The synthesis of the basic skeleton of 1-benzylisoquinoline alkaloids has been reported by Uff et al. 15) starting from isoquinoline and benzyl chloride (Scheme 5). The preparation of Reissert compound iV-benzyl-l-cyano-l,2-di-hydroisoquinoline (4) was performed in a dichloromethane-water two-phase system with potassium cyanide and benzoyl chloride in about 64-69% yield. The deprotonation of 4 with sodium hydride in dimethylformamide solution, the subsequent alkylation with benzyl chloride, and the final alkaline hydrolysis could be performed as a one-pot reaction sequence to supply 1-benzylisoquinoline (25) in an overall yield of 75-84%. 

Benzoyl chloride Tributyltin chloride Boron trifluoride Sodium hydride Sodium hydroxide Sodium bisulfate Diazomethane... 

Prepared in tetrahydrofuran by the action of sodium hydride, the sodium salt (203) formed the O-benzoate (204) when treated with benzoyl chloride at — 20°. A similar reaction at ambient temperature, followed by refluxing in toluene, gave (105). Clearly O-acylation is... 

Acetone Alkali cyanides, hydrides, metals Aluminum borohydride, carbide, hydride nitride Benzoyl chloride Boron compounds Carbonyls Chlorine Cyanogen Cyanogen bromide Cyanogen chloride... 

Azaindoles are readily acylated on the pyrrole nitrogen by warming on a water bath with acid anhydrides or with acid chlorides in the presence of carbonate or pyridine. Good yields were obtained by this procedure for the following compounds l-acetyl-7-azaindole, 1-benzoyl- and l-benzenesulfonyl-7-azaindole, l-benzoyl-2-methyl-7-azaindole, 1-ethoxycarbonyl- and l-chloroacetyl-7-azaindole, l-acetyl-3-cyano-7-azaindole, 1-benzoyl-4-azindole, and 1-acetyl- and l-benzoyl-2,5-dimethyl-4-azaindole. The only reported failure was with 5-methyl-2-phenyl-4-azaindole, which failed to react with acetic anhydride or benzoyl chloride. 2-Methyl-7-azaindole-3-acetic acid was acylated by treatment of its ierGbutyl ester with sodium hydride in dimethylformamide, followed by p-chlorobenzoyl chloride. ... 

Hydrolysis of 3-ethoxycarbonylpiperazine-2,5-dione gave 3-carboxypiperazine-2,5-dione (p Tj 2.5) (1722) and 3-ethoxycarbonylpiperazine-2,5-dione with primary and secondary amines gave the expected amides (1722). 2-Hydroxyiminopiperazine with benzoyl chloride gave the dibenzoyl derivative (146) and with tosyl chloride gave a tritosyl derivative (147) (926). Reduction of 3-phenylpiperazin-2-one with lithium aluminum hydride gave 2-phenylpiperazine, also obtained by similar reduction of 3-phenylpiperazine-2,6-dione (1612). 

Benzamides (N-Bz) are formed by the reaction of amines with benzoyl chloride in pyridine or trimethylamine. The group is stable to pH 1-14, nucleophiles, organometallics (except organolithium reagents), catalytic hydrogenation, and oxidation. It is cleaved by strong acids (6N HCl, HBr) or diisobutylaluminum hydride. ... 

The parent base, morphan, has been synthesized as follows. Condensation of m-nitrobenzaldehyde with benzoyl chloride and sodium cyanide yielded [cxl], which was converted to [cxli] and hydrogenated over Raney nickel at 200° C. to give [cxt.tt] the latter was then reduced to morphan [cxliji] with hydrogen and copper chromite [45], Morphan may be more simply prepared by the hydrogenation of ethyl m-nitro-phenylacetate over platinum oxide, followed by reduction of the [oxui] so formed by lithium aluminium hydride [40],... 

The complex is obtained from tri-n-butylphosphine and copper(I) hydride, prepared by reduction of copper(I) bromide with diisobutylaluminum hydride at —50°. The complex is a useful reducing agent it reduces iodobenzene to benzene (80% yield) and benzoyl chloride to benzaldehyde (50% yield). In addition the complex reduces primary, secondary, and tertiary alkyl-, vinyl-, and arylcopper(l) compounds to the corresponding hydrocarbons in high yields, under mild conditions and with no rearrangements.1... 

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