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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2378937Generated: November 3, 2026

Toluene → HCID 59006379, compound

https://huagongshe.com/reaction/2378937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPhosgeneHCID 6371—
ReactantAminoacetaldehyde dimethyl acetalHCID 89728—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Amino-1-Boc-piperidineHCID 1268291—
SolventDichloromethaneHCID 6344—
ProductHCID 59006379HCID 5900637996%

Reaction Steps

4-Amino-1-Boc-piperidine (1.02 g, 5.09 mmol) was dissolved in dichloromethane (25 mL). Aqueous sodium bicarbonate solution was added to the mixture followed by 20% phosgene in toluene (3.2 mL, 6.08 mmol). Mixture stirred vigorously at room temperature for 45 minutes. Aminoacetaldehyde dimethyl acetal (760 μl, 6.98 mmol) was added to the mixture. Reaction stirred vigorously at room temperature for 30 minutes. Reaction layers were partitioned. Aqueous layer was back extracted with dichloromethane and the aqueous phase was discarded. Organic phases were combined. Mixture was dried MgSO4, filtered and then concentrated to dryness. Title compound was obtained as pale yellow oil in 96% yield. MS (M−H)−=330.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07470680B2
Source datasetuspto-grants-2008_12
ORD IDord-c0a3ed39d1db41a29bbe1f74a50544c6
Source noteuspto-grants-2008_12