4- Chlorobutanoyl chloride

Chlorobutanoyl chloride Phosphorus tribromide Methyl magnesium chloride ALIQUAT (phase transfer catalyst) Phosphorus oxychloride Benzoyl chloride... 

An interesting one-pot tandem Lewis Acid Friedel-Crafts intermolecular acylation method with concomittant in situ reduction of the aryl ketone product has been reported by Jaxa-Chamiec. Treatment of toluene (13) with 4-chlorobutanoyl chloride and AICI3 gave an intermediate ketone 15 which was reduced in situ by use of either of EtsSiH of PMSH (polymethylhydroxysilane) to afford 16 in an impressive 85% yield from 13. 

One-Pot two-step generalized procedure for the preparation of l-(4-chlorobutyl)-4-methylbenzene (16) from 4-chlorobutanoyl chloride (14) and toluene (13)... 

A solution of 5.12g (36.3 mmol) 4-chlorobutanoyl chloride (14) was stirred in 30 mL CH2CI2 and 4.4 g (33.0 mmol) anhydrous AICI3 was slowly added. The reaction mixture was stirred until reaction completion. To this mixture at 25 °C was added a solurtion of 2.76 g (30.0 mmol) toluene in 10 mL of CH2CI2, followed by addition of neat 9.25 g, (80 mmol) neat EtsSiH (80.0 mmol). The reaction mixture was stirred until reaction completion then subjected to traditional aqueous workup with purification by chromatography to afford 3.81 g (86%) 16 b.p. 97-100 °C/0.015 mm Hg). 

Chlorobutanoyl chloride 2-Chloro-1-butene 3-Chloro-1-butene... 

To a suspension of 3.2 g K2CO3 (23.2 mmol) in 60 mL dry CHCI3 at 0°C under an argon atmosphere were added 2.35 g A-allylpyrrolidine (11.12 mmol) and 13 mmol -chlorobutanoyl chloride by means of a syringe. After being stirred at 0°C for 30 min. 

Acylation of 9% -inositol or its 1,2-acetal derivatives mth chloroacetyl diloride, chlorobutanoyl chloride or nicotinoyl chloride gives tetra-acetate or hcxa-acetate derivatives with antiischemic activity. ... 

PROBLEM 18.1 Draw structures for the following compounds cyclopropyl 2-methylbutanoate, 3-chlorobutanoyl chloride, benzoic propanoic anhydride, A, N -diethyl-4-phenylpentanamide, and ethylpropylketene. 

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