5-Aminovaleric acid → Methyl 5-aminopentanoate hydrochloride

HRID 2109044Notes

Reaction equation

HRID 2109044 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]([OH:8])=[O:7].S(Cl)([Cl:11])=O.[CH3:13]O>>[ClH:11].[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH3:13])=[O:7]

Participants

4

Reactant 3

HCID 1385-Aminovaleric acidHCID 887MethanolHCID 24386Thionyl Chloride

Product 1

HCID 13672034Methyl 5-aminopentanoate hydrochloride

Procedure

5-Aminovaleric acid (7.35 g) is dissolved in methanol (50 ml), and thereto is added dropwise thionyl chloride (4.9 ml) under ice-cooling. The reaction solution is then warmed to room temperature and stirred for 17 hours. The reaction solution is concentrated under reduced pressure. The resulting residue is suspended in diethyl ether and the precipitates are collected by filtration to give methyl 5-aminovalerate hydrochloride (9.93 g).

Workup

  1. temperaturecooling
  2. concentrationThe reaction solution is concentrated under reduced pressure
  3. filtrationthe precipitates are collected by filtration

Sources & evidence

ORD record
ord-191b3cf0cf0d4721b178fa9f58b7f114
Source dataset
uspto-grants-2009_04
Patent number
US07514449B2

Reaction notes

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