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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | 2-Methylpropylenediamine | HCID 13128 | — |
| Reactant | 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile | HCID 93865 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-butyl N-(2-amino-2-methylpropyl)carbamate | HCID 17909918 | 74% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07345180B2 |
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| Source dataset | uspto-grants-2008_03 |
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| ORD ID | ord-8013d801bb364a62b709c54cd79f8774 |
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| Source note | uspto-grants-2008_03 |
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