Cephalexin → Cephalexin Monohydrate

HRID 1087243

Reaction equation

HRID 1087243 reaction equation
[CH3:1][C:2]1[CH2:21][S:20][C@@H:5]2[C@H:6]([NH:9][C:10]([C@H:12]([NH2:19])[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)=[O:11])[C:7](=[O:8])[N:4]2[C:3]=1[C:22]([OH:24])=[O:23]>CC(O)C>[CH3:1][C:2]1[CH2:21][S:20][C@@H:5]2[C@H:6]([NH:9][C:10]([C@H:12]([NH2:19])[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)=[O:11])[C:7](=[O:8])[N:4]2[C:3]=1[C:22]([OH:24])=[O:23].[OH2:8]

Participants

3

Reactant 1

HCID 27447Cephalexin

Product 1

HCID 62921Cephalexin Monohydrate

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
1 °C

Procedure

IPA (16 liters) was added to the aqueous phase and the pH was slowly lowered to 7.7 by acid addition [step (e)]. The system was seeded with cephalexin and, after crystallization began, the pH was lowered in 0.1 pH unit increments by acid addition to pH 7.0 [step (f)], and finally to pH 5.0 [step (h)]. The crystal slurry was chilled to 1° C. for 1 hour [step (g)], then centrifuged to obtain a cephalexin monohydrate product [step (h)].

Workup

  1. additionthe pH was slowly lowered to 7.7 by acid addition [step (e)]
  2. customafter crystallization
  3. additionthe pH was lowered in 0.1 pH unit increments by acid addition to pH 7.0 [step (f)]

Sources & evidence

ORD record
ord-d6e5cb56217c42d09ba0764af2c6af55
Source dataset
uspto-grants-1991_07
Patent number
US05034522

Linked notes

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