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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium SulfiteHCID 24437—
ReactantPotassium BromideHCID 253877—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium HypochloriteHCID 23665760—
Reactant2-[(4R,6S)-6-hydroxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamideHCID 86681506—
CatalystTempoHCID 2724126—
SolventEthyl AcetateHCID 8857—
Product2-[(4R,6S)-6-formyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamideHCID 8668150793.1%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476432B2
Source datasetuspto-grants-2013_07
ORD IDord-e9b4e6af9a5f4c69b078551ec7c54cf2
Source noteuspto-grants-2013_07