Continuous Separation Method with Liquid Particle Extractor: Enantioseparation of Mandelic Acid

Hideyuki Nishizawa; Kayoko Tahara; Aiko Hayashida; Yoshihiro Abe

doi:10.2116/analsci.9.611

Continuous Separation Method with Liquid Particle Extractor: Enantioseparation of Mandelic Acid

Hideyuki Nishizawa, Kayoko Tahara, Aiko Hayashida, Yoshihiro Abe

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

13 Citations (Scopus)

Abstract

Continuous enantioseparation of (±)-mandelic acid was performed by dual-flow countercurrent extraction. The optimum extraction condition was calculated by a semi-empirical computational method. Use of the two-phase system composed of a 0.2 mM copper(II) acetate aqueous solution and butanol containing 10 mM JV-dodecyl-L-proline copper(II) complex as a chiral separator allowed (±)-mandelic acid to be separated continuously. HPLC analysis showed that the-form was extracted into the organic phase and the (+)-form was recovered from the aqueous extract with ee higher than 99.9%, at the stationary state.

Original language	English
Pages (from-to)	611-615
Number of pages	5
Journal	analytical sciences
Volume	9
Issue number	5
DOIs	https://doi.org/10.2116/analsci.9.611
Publication status	Published - 1993
Externally published	Yes

Keywords

(±)-mandelic acid
Enantioseparation
dual-flow countercurrent extraction
liquid particle extractor
optical resolution

ASJC Scopus subject areas

Analytical Chemistry

Access to Document

10.2116/analsci.9.611

Cite this

@article{9d544bdbd071450397e551efd6b7ecb6,

title = "Continuous Separation Method with Liquid Particle Extractor: Enantioseparation of Mandelic Acid",

abstract = "Continuous enantioseparation of (±)-mandelic acid was performed by dual-flow countercurrent extraction. The optimum extraction condition was calculated by a semi-empirical computational method. Use of the two-phase system composed of a 0.2 mM copper(II) acetate aqueous solution and butanol containing 10 mM JV-dodecyl-L-proline copper(II) complex as a chiral separator allowed (±)-mandelic acid to be separated continuously. HPLC analysis showed that the-form was extracted into the organic phase and the (+)-form was recovered from the aqueous extract with ee higher than 99.9%, at the stationary state.",

keywords = "(±)-mandelic acid, Enantioseparation, dual-flow countercurrent extraction, liquid particle extractor, optical resolution",

author = "Hideyuki Nishizawa and Kayoko Tahara and Aiko Hayashida and Yoshihiro Abe",

year = "1993",

doi = "10.2116/analsci.9.611",

language = "English",

volume = "9",

pages = "611--615",

journal = "Analytical Sciences",

issn = "0910-6340",

publisher = "Japan Society for Analytical Chemistry",

number = "5",

}

TY - JOUR

T1 - Continuous Separation Method with Liquid Particle Extractor

T2 - Enantioseparation of Mandelic Acid

AU - Nishizawa, Hideyuki

AU - Tahara, Kayoko

AU - Hayashida, Aiko

AU - Abe, Yoshihiro

PY - 1993

Y1 - 1993

N2 - Continuous enantioseparation of (±)-mandelic acid was performed by dual-flow countercurrent extraction. The optimum extraction condition was calculated by a semi-empirical computational method. Use of the two-phase system composed of a 0.2 mM copper(II) acetate aqueous solution and butanol containing 10 mM JV-dodecyl-L-proline copper(II) complex as a chiral separator allowed (±)-mandelic acid to be separated continuously. HPLC analysis showed that the-form was extracted into the organic phase and the (+)-form was recovered from the aqueous extract with ee higher than 99.9%, at the stationary state.

AB - Continuous enantioseparation of (±)-mandelic acid was performed by dual-flow countercurrent extraction. The optimum extraction condition was calculated by a semi-empirical computational method. Use of the two-phase system composed of a 0.2 mM copper(II) acetate aqueous solution and butanol containing 10 mM JV-dodecyl-L-proline copper(II) complex as a chiral separator allowed (±)-mandelic acid to be separated continuously. HPLC analysis showed that the-form was extracted into the organic phase and the (+)-form was recovered from the aqueous extract with ee higher than 99.9%, at the stationary state.

KW - (±)-mandelic acid

KW - Enantioseparation

KW - dual-flow countercurrent extraction

KW - liquid particle extractor

KW - optical resolution

UR - http://www.scopus.com/inward/record.url?scp=85008131018&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85008131018&partnerID=8YFLogxK

U2 - 10.2116/analsci.9.611

DO - 10.2116/analsci.9.611

M3 - Article

AN - SCOPUS:85008131018

SN - 0910-6340

VL - 9

SP - 611

EP - 615

JO - Analytical Sciences

JF - Analytical Sciences

IS - 5

ER -

Continuous Separation Method with Liquid Particle Extractor: Enantioseparation of Mandelic Acid

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this