Hydrochloric Acid → 5-[(Methoxycarbonyl)amino]pentanoic acid
Reaction equation
Cl.[NH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8].C(=O)([O-])[O-].[K+].[K+].Cl[C:17]([O:19][CH3:20])=[O:18].Cl>O.O1CCOCC1>[CH3:20][O:19][C:17]([NH:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8])=[O:18]Participants
7
Conditions
- Temperature
- 0 °C
Procedure
5-Aminopentanoic acid hydrochloride (2 g, 13 mmol), and potassium carbonate (13 g, 94 mmol) were dissolved in water (30 ml) and dioxane (10 ml) then cooled to 0° C. Methyl chloroformate (5 ml, 65 mmol) was added over 30 seconds, then the mixture was stirred for 2.5 hours at 0° C. Concentrated HCl was added until the mixture became acidic then the mixture was diluted with water and extracted with ether. The organic layer was dried over magnesium sulfate, evaporated and dried in vacuo to give 5-[(methoxycarbonyl)amino]pentanoic acid as a white powder (1.5 g).
Workup
- extractionextracted with ether
- dry with materialThe organic layer was dried over magnesium sulfate
- customevaporated
- customdried in vacuo
Sources & evidence
- ORD record
- ord-9f9e4cbb0d144909877185776fdc134d
- Source dataset
- uspto-grants-2007_03
- Patent number
- US07192974B2
Reaction notes
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