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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1393642Generated: November 1, 2026

Citric Acid → tert-butyl N-(2-amino-2-methylpropyl)carbamate

https://huagongshe.com/reaction/1393642

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
Reactant2-MethylpropylenediamineHCID 13128—
Reactant2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrileHCID 93865—
SolventChloroformHCID 6212—
SolventDichloromethaneHCID 6344—
Producttert-butyl N-(2-amino-2-methylpropyl)carbamateHCID 1790991874%

Reaction Conditions

Temperature0 °C

Reaction Steps

2-Methylpropane-1,2-diamine (5.0 g) was dissolved in dichloromethane (200 ml) and stirred for 15 minutes at 0° C. A solution of BOC-ON (15 g) in dichloromethane (60 ml) was added dropwise thereto and then stirred for 2 hours at room temperature. The reaction mixture was diluted with chloroform with ice cooling and then acidified by 10% citric acid solution, and the organic phase was separated. The aqueous phase was alkalinized by 5 N sodium hydroxide solution, then extracted with ethyl acetate, and the extract was dried over sodium sulfate anhydrous. The product was concentrated under reduced pressure to give t-butyl (2-amino-2-methyl-1-propyl)carbamate (7.9 g, Y.:74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07345180B2
Source datasetuspto-grants-2008_03
ORD IDord-8013d801bb364a62b709c54cd79f8774
Source noteuspto-grants-2008_03