Hydrochloric Acid → HCID 22822669, compound

HRID 2418449Notes

Reaction equation

[CH2:1]([O:3][C:4]([C@@H:6]([NH:15][C@H:16]([C:18]([N:20]1[CH2:27][CH2:26][CH2:25][C@H:21]1[C:22]([OH:24])=[O:23])=[O:19])[CH3:17])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:5])[CH3:2].[ClH:28].[CH2:29](O)[CH3:30]>>[ClH:28].[CH2:1]([O:3][C:4]([C@@H:6]([NH:15][C@H:16]([C:18]([N:20]1[CH2:27][CH2:26][CH2:25][C@H:21]1[C:22]([O:24][CH2:29][CH3:30])=[O:23])=[O:19])[CH3:17])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:5])[CH3:2]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 702Ethanol

HCID 5388962Enalapril

Product 1

HCID 22822669HCID 22822669, compound

Procedure

A solution of 3.0 g of N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanyl-L-proline in 50 ml of absolute ethanol is saturated with HCl gas at 0°. After standing at 0° overnight, the HCl and ethanol are removed under vacuum to afford 3.1 g of an oil which upon freeze-drying gives a white solid. Thin layer chromatography and HPLC indicate only one component. The nmr spectrum indicates two ethyl groups per aromatic ring. The mass spectrum shows a molecular ion at 404 m/e.

Workup

customthe HCl and ethanol are removed under vacuum

Sources & evidence

ORD record: ord-80b88b2744c84184bb383f61fd133329
Source dataset: uspto-grants-1984_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04472380

Reaction notes

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