HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1901966Generated: October 30, 2026
Water → p-toluenesulphonic acid (4S,5S)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl ester
https://huagongshe.com/reaction/1901966
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (4S,5S)-5-hydroxymethyl-4-phenylmethyloxazolidinone | HCID 9859125 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | p-toluenesulphonic acid (4S,5S)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl ester | HCID 56996730 | 93.9% |
Reaction Steps
5.6 ml of triethylamine are added at 22° C. to a stirred suspension of 5.55 g of the alcohol from Example 8 in 27 ml of acetone and 6.64 g of p-toluenesulphonyl chloride and stirred at 22° C. for 6.5 hours. The suspension is treated with water, stirred at 10° C., filtered, the residue is washed with a water/acetone solution (3:2) and dried to give 9.09 g (94%) of 99% p-toluenesulphonic acid (4S,5S)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl ester, m.p. 148.7°-150.3° C., [α]D20 : +3.0° (1% acetone).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05578730 |
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| Source dataset | uspto-grants-1996_11 |
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| ORD ID | ord-487ed261c47f4970bbac912c21f665fa |
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| Source note | uspto-grants-1996_11 |
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