HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1176507Generated: November 1, 2026
Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → 6-Hydroxymethyl-4-(2-triisopropylsilanyloxyethyl)-4H-benzo[1,4]oxazin-3-one
https://huagongshe.com/reaction/1176507
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | 6-(tetrahydropyran-2-yloxymethyl)-4-(2-triisopropylsilanyloxyethyl)-4H-benzo[1,4]oxazin-3-one | HCID 68500095 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 6-Hydroxymethyl-4-(2-triisopropylsilanyloxyethyl)-4H-benzo[1,4]oxazin-3-one | HCID 68501294 | — |
Reaction Steps
The solution of 7.24 g of 6-(tetrahydropyran-2-yloxymethyl)-4-(2-triisopropylsilanyloxyethyl)-4H-benzo[1,4]oxazin-3-one in 130 ml of ethanol is admixed with 0.392 g of pyridinium p-toluenesulphonate and stirred at 60° C. over 3 hours. The reaction mixture is cooled and concentrated by evaporation. The title compound is obtained as a colourless oil from the residue by means of flash chromatography (SiO2 60F). Rf=0.48 (1:1 EtOAc-heptane); Rt=5.51.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07842688B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-51e1bf096daf4bc58e07262e2320b3b6 |
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| Source note | uspto-grants-2010_11 |
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