# Synthesis of diaryl phosphates using phytic acid as a phosphorus source

**Authors:** Kazuya Asao, Seika Matsumoto, Haruka Mori, Riku Yoshimura, Takeshi Sasaki, Naoya Hirata, Yasuyuki Hayakawa, Shin-ichi Kawaguchi

PMC · DOI: 10.3762/bjoc.22.15 · Beilstein Journal of Organic Chemistry · 2026-01-30

## TL;DR

This paper introduces a new method to make diaryl phosphates using phytic acid from plant sources instead of phosphate rock.

## Contribution

The first successful synthesis of phosphate esters using phytic acid as a phosphorus source is reported.

## Key findings

- Phosphate diesters were synthesized from phytic acid and aromatic alcohols with yields up to 83%.
- Diphenyl phosphate was obtained with a yield of 44% using phytic acid extracted from rice bran.
- Phytic acid can be extracted from rice bran with a recovery rate of 4.2%.

## Abstract

Phytic acid is a phosphorus-rich molecule, which is produced by plants using water-soluble phosphates absorbed from soil. It can potentially serve as a phosphorus source in the syntheses of organic phosphates; however, this approach has not been utilized for the preparation of phosphate esters. In this study, we report the first successful synthesis of phosphate esters using phytic acid as a phosphorus source. Crude products of phosphate diesters were obtained through the reactions of commercially available phytic acid and aromatic alcohols with 31P nuclear magnetic resonance yields up to 83%. We also isolated a portion of the reaction substrates with yields up to 60%. Next, we extracted phytic acid from rice bran with a recovery of 4.2% and then conducted an esterification reaction using the extracted phytic acid and phenol. As a result, diphenyl phosphate with a yield of 44% was obtained. This work can facilitate the development of an environmentally friendly method for producing phosphate esters that does not rely on phosphate rock but instead uses biomass as a phosphorus source.

## Linked entities

- **Chemicals:** phytic acid (PubChem CID 890), doxorubicin (PubChem CID 31703), phenol (PubChem CID 996), diphenyl phosphate (PubChem CID 13282)

## Full-text entities

- **Chemicals:** phosphate (MESH:D010710), aromatic alcohols (MESH:D019905), phenol (MESH:D019800), Phytic acid (MESH:D010833), phosphorus (MESH:D010758), diaryl phosphates (-)
- **Species:** Oryza sativa (Asian cultivated rice, species) [taxon 4530]

## Full text

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## Figures

10 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12862610/full.md

## References

59 references — full list in the complete paper: https://tomesphere.com/paper/PMC12862610/full.md

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Source: https://tomesphere.com/paper/PMC12862610