Organic Syntheses 2003
DOI: 10.1002/0471264180.os007.04
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β‐Bromoethylphthalimide

Abstract: β‐Bromoethylphthalimide intermediate: potassium phthalimide reactant: 450 g. (2.4 moles) of ethylene dibromide product: bromoethylphthalimide

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Cited by 5 publications
(7 citation statements)
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“…2,4:3,5-Di-O-methylidene-d-gluconic acid (2) was obtained from d-glucono-1,5-lactone (1) as already described [18]. 4-Pentynylamine hydrochloride was prepared from 4-pentynol, using a modification of the procedures described by Salzberg [19] and Ganem [20].…”
Section: General Methodsmentioning
confidence: 99%
See 1 more Smart Citation
“…2,4:3,5-Di-O-methylidene-d-gluconic acid (2) was obtained from d-glucono-1,5-lactone (1) as already described [18]. 4-Pentynylamine hydrochloride was prepared from 4-pentynol, using a modification of the procedures described by Salzberg [19] and Ganem [20].…”
Section: General Methodsmentioning
confidence: 99%
“…The monomers 7, 14 and 15 differ in the length of the alkynyl chain linked to the N atom of the amide function. As the 4-pentynylamine, that was required for the synthesis of 15, was not commercially available, it was prepared by a slight modification of the Gabriel synthesis already reported [19,20].…”
Section: Polymer Synthesis and Characterizationmentioning
confidence: 99%
“…Similarly, N-chloroethylene phthalimide derivative could be prepared by condensation of phthalic anhydride (4) with ethanolamine to construct the hydroxyethyl derivative 5 that is to be subsequently halogennated to afford chloroethyl derivative 6 [27][28][29]. Alternatively, N-bromoethylene phthalimide derivative could be prepared by the reaction of phthalimide 1 with potassium hydroxide to afford potassium phthalimide which reacted with ethylene dibromide to give bromoethyl derivative 7 [30]. In the current study, the commercially available bromoethylene counterpart 7 has been utilized for the synthesis of the ethylene bridged analogs.…”
Section: Chemistrymentioning
confidence: 99%
“…The product 1 (from alkyldihalides or epichlorohydrin) was reacted with the potassium salt of phthalimide under microwave irradiation using DMSO as solvent (Scheme 1). The microwave (MW) assisted synthesis was advantageous over conventional reaction of 12 h reported in the literature 21 with respect to time, yield, and workup procedures. The product 2 or 4 was reduced using Sn/HCl to obtain 3 or 5, respectively.…”
Section: Chemistrymentioning
confidence: 99%