HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445935Generated: October 29, 2026
Sodium Sulfite → 2-[(4R,6S)-6-formyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamide
https://huagongshe.com/reaction/445935
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | Potassium Bromide | HCID 253877 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium Hypochlorite | HCID 23665760 | — |
| Reactant | 2-[(4R,6S)-6-hydroxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamide | HCID 86681506 | — |
| Catalyst | Tempo | HCID 2724126 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-[(4R,6S)-6-formyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamide | HCID 86681507 | 93.1% |
Reaction Steps
2-[(4R,6S)-6-hydroxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamide (30.0 g), ethyl acetate (240.0 mL), sodium bicarbonate (28.5 g), potassium bromide (3.0 g), and TEMPO (0.06 g) were added to a reactor. The temperature of the reaction mixture was adjusted to 0˜5° C. 10% Sodium hypochlorite solution (96.0 mL) was slowly added to the reaction mixture, which was then stirred at 0˜5° C. for 2 hours. 5% Sodium sulfite solution (150.0 mL) was added to the reaction mixture. The separated organic layer was washed with 10% sodium chloride solution (150.0 mL). The organic layer was concentrated under reduced pressure to obtain 2-[(4R,6S)-6-formyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamide as a light brown solid (27.7 g, yield 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08476432B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-e9b4e6af9a5f4c69b078551ec7c54cf2 |
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| Source note | uspto-grants-2013_07 |
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