Hydrochloric Acid → 4-Chloro-2-aminobutanoic acid hydrochloride

HRID 402968

Reaction equation

HRID 402968 reaction equation
[NH2:1][C@H:2]([C:6]([OH:8])=[O:7])[CH2:3][CH2:4]O.S(=O)(=O)(O)O.[ClH:14].CO>O>[ClH:14].[Cl:14][CH2:4][CH2:3][CH:2]([NH2:1])[C:6]([OH:8])=[O:7]

Participants

6

Conditions

Temperature
70 °C

Procedure

Approximately 1 equivalent of homoserine, 0.01 equivalent of sulfuric acid may be combined with water in a reactor. The reactor may be sealed and 1.1 equivalent of anhydrous HCl (gas) may be may be added to the reactor. The reaction mixture may be heated to about 70° C. and maintained at about 80 psi for about 24 hours. The reaction mixture may be cooled and about 10 equivalents of methanol may be added, such that the product precipitates. The product (i.e., 4-chloro-2-aminobutanoic acid hydrochloride) may be isolated by filtration.

Workup

  1. customThe reactor may be sealed
  2. temperaturemaintained at about 80 psi for about 24 hours
  3. temperatureThe reaction mixture may be cooled
  4. customprecipitates

Sources & evidence

ORD record
ord-98ed8ec94aad4762a44ba907f07b4eb4
Source dataset
uspto-grants-2014_06
Patent number
US08742170B2

Linked notes

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