A one‐pot synthesis of (±)‐(ring 13C6)‐mandelic acid

Sarath R. Sirimanne; Donald G. Patterson

doi:10.1002/jlcr.2580330808

A one‐pot synthesis of (±)‐(ring ¹³C₆)‐mandelic acid

Sarath R. Sirimanne, Donald G. Patterson

Forensic Science Program

Research output: Contribution to journal › Comment/debate › peer-review

2 Scopus citations

Abstract

A one‐pot synthesis of (±)‐(ring ¹³C₆)‐mandelic acid is reported. [Ring ¹³C₆]‐benzaldehyde was cyanosilylated with trimethylsilyl cyanide (TMSCN)/Znl₂. The resulting cyanosilylated adduct was hydrolyzed with concentrated hydrochloric acid without purification. The workup involves evaporation to dryness and extraction of the (±)‐(ring ¹³C₆)‐mandelic acid with hot benzene. After one crystallization, the synthesis produced an overall yield of 65% of (±)‐(ring ¹³C₆)‐mandelic acid that was about 98% pure by HPLC with UV detection.

Original language	English (US)
Pages (from-to)	725-731
Number of pages	7
Journal	Journal of Labelled Compounds and Radiopharmaceuticals
Volume	33
Issue number	8
DOIs	https://doi.org/10.1002/jlcr.2580330808
State	Published - Aug 1993

All Science Journal Classification (ASJC) codes

Analytical Chemistry
Biochemistry
Radiology Nuclear Medicine and imaging
Drug Discovery
Spectroscopy
Organic Chemistry

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10.1002/jlcr.2580330808

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title = "A one‐pot synthesis of (±)‐(ring 13C6)‐mandelic acid",

abstract = "A one‐pot synthesis of (±)‐(ring 13C6)‐mandelic acid is reported. [Ring 13C6]‐benzaldehyde was cyanosilylated with trimethylsilyl cyanide (TMSCN)/Znl2. The resulting cyanosilylated adduct was hydrolyzed with concentrated hydrochloric acid without purification. The workup involves evaporation to dryness and extraction of the (±)‐(ring 13C6)‐mandelic acid with hot benzene. After one crystallization, the synthesis produced an overall yield of 65% of (±)‐(ring 13C6)‐mandelic acid that was about 98% pure by HPLC with UV detection.",

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T1 - A one‐pot synthesis of (±)‐(ring 13C6)‐mandelic acid

AU - Sirimanne, Sarath R.

AU - Patterson, Donald G.

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N2 - A one‐pot synthesis of (±)‐(ring 13C6)‐mandelic acid is reported. [Ring 13C6]‐benzaldehyde was cyanosilylated with trimethylsilyl cyanide (TMSCN)/Znl2. The resulting cyanosilylated adduct was hydrolyzed with concentrated hydrochloric acid without purification. The workup involves evaporation to dryness and extraction of the (±)‐(ring 13C6)‐mandelic acid with hot benzene. After one crystallization, the synthesis produced an overall yield of 65% of (±)‐(ring 13C6)‐mandelic acid that was about 98% pure by HPLC with UV detection.

AB - A one‐pot synthesis of (±)‐(ring 13C6)‐mandelic acid is reported. [Ring 13C6]‐benzaldehyde was cyanosilylated with trimethylsilyl cyanide (TMSCN)/Znl2. The resulting cyanosilylated adduct was hydrolyzed with concentrated hydrochloric acid without purification. The workup involves evaporation to dryness and extraction of the (±)‐(ring 13C6)‐mandelic acid with hot benzene. After one crystallization, the synthesis produced an overall yield of 65% of (±)‐(ring 13C6)‐mandelic acid that was about 98% pure by HPLC with UV detection.

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SN - 0362-4803

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SP - 725

EP - 731

JO - Journal of Labelled Compounds and Radiopharmaceuticals

JF - Journal of Labelled Compounds and Radiopharmaceuticals

IS - 8

ER -

A one‐pot synthesis of (±)‐(ring ¹³C₆)‐mandelic acid

Abstract

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