A facile and efficient nucleophilic displacement reaction at room temperature in ionic liquids

Zaher M.A. Judeh; Hao Yu Shen; Bun Ching Chi; Li Chun Feng; Selvaratnam Selvasothi

doi:10.1016/S0040-4039(02)02327-4

A facile and efficient nucleophilic displacement reaction at room temperature in ionic liquids

Zaher M.A. Judeh^*, Hao Yu Shen, Bun Ching Chi, Li Chun Feng, Selvaratnam Selvasothi

^*Corresponding author for this work

National University of Singapore

Research output: Contribution to journal › Article › peer-review

46 Citations (Scopus)

Abstract

We have investigated the use of room temperature ionic liquids as catalytic and environmentally benign solvents for the facile homogenous synthesis of benzyl salicylate by the nucleophilic displacement reaction between sodium salicylate and benzyl chloride. The reaction was found to proceed under relatively mild conditions with excellent conversion (up to 96%) without the use of PTCs. The ionic liquids were recycled and reused. The effect of temperature was also investigated. No by-products were observed after ¹H NMR and GC analysis.

Original language	English
Pages (from-to)	9381-9384
Number of pages	4
Journal	Tetrahedron Letters
Volume	43
Issue number	51
DOIs	https://doi.org/10.1016/S0040-4039(02)02327-4
Publication status	Published - Dec 16 2002
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Drug Discovery
Organic Chemistry

Keywords

Benzyl salicylate
Ionic liquids
Nucleophilic displacement
Sodium salicylate

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10.1016/S0040-4039(02)02327-4

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abstract = "We have investigated the use of room temperature ionic liquids as catalytic and environmentally benign solvents for the facile homogenous synthesis of benzyl salicylate by the nucleophilic displacement reaction between sodium salicylate and benzyl chloride. The reaction was found to proceed under relatively mild conditions with excellent conversion (up to 96%) without the use of PTCs. The ionic liquids were recycled and reused. The effect of temperature was also investigated. No by-products were observed after 1H NMR and GC analysis.",

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T1 - A facile and efficient nucleophilic displacement reaction at room temperature in ionic liquids

AU - Judeh, Zaher M.A.

AU - Shen, Hao Yu

AU - Chi, Bun Ching

AU - Feng, Li Chun

AU - Selvasothi, Selvaratnam

PY - 2002/12/16

Y1 - 2002/12/16

N2 - We have investigated the use of room temperature ionic liquids as catalytic and environmentally benign solvents for the facile homogenous synthesis of benzyl salicylate by the nucleophilic displacement reaction between sodium salicylate and benzyl chloride. The reaction was found to proceed under relatively mild conditions with excellent conversion (up to 96%) without the use of PTCs. The ionic liquids were recycled and reused. The effect of temperature was also investigated. No by-products were observed after 1H NMR and GC analysis.

AB - We have investigated the use of room temperature ionic liquids as catalytic and environmentally benign solvents for the facile homogenous synthesis of benzyl salicylate by the nucleophilic displacement reaction between sodium salicylate and benzyl chloride. The reaction was found to proceed under relatively mild conditions with excellent conversion (up to 96%) without the use of PTCs. The ionic liquids were recycled and reused. The effect of temperature was also investigated. No by-products were observed after 1H NMR and GC analysis.

KW - Benzyl salicylate

KW - Ionic liquids

KW - Nucleophilic displacement

KW - Sodium salicylate

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M3 - Article

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EP - 9384

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 51

ER -

A facile and efficient nucleophilic displacement reaction at room temperature in ionic liquids

Abstract

ASJC Scopus Subject Areas

Keywords

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