Hydrochloric Acid → Ampicillin Trihydrate

HRID 357477

Reaction equation

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

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 6249Ampicillin

Product 1

HCID 23565Ampicillin Trihydrate

Procedure

The resultant crude protected ampicillin mixture is worked up by treating with a mixture of ice-water and concentrated HCl. After phase separation the aqueous phase is brought to pH 4.5. The title compound is obtained after filtration and washing with 90% aqueous acetone, followed by drying. Yield 66.34 g=89%. Purity 98.8%.

Workup

customAfter phase separation the aqueous phase

Sources & evidence

ORD record: ord-1bf74494d5f2409fae1c1286e6520a37
Source dataset: uspto-grants-1998_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05840885

Linked notes

Loading…