Ethanol hydrochloride → Hydrochloric Acid

HRID 541500Notes

Reaction equation

HRID 541500 reaction equation
[CH3:1][O:2][C:3](=[O:24])[C@H:4]([OH:23])[CH2:5][N:6]([CH2:15][C:16]1[CH:21]=[CH:20][C:19]([Br:22])=[CH:18][CH:17]=1)[NH:7]C(OC(C)(C)C)=O.[CH3:25]CO.[ClH:28]>>[CH2:1]([O:2][C:3](=[O:24])[C@H:4]([OH:23])[CH2:5][N:6]([CH2:15][C:16]1[CH:21]=[CH:20][C:19]([Br:22])=[CH:18][CH:17]=1)[NH2:7])[CH3:25].[ClH:28]

Participants

4

Reactant 2

HCID 21887872Ethanol hydrochlorideHCID 67972599(R)-3-[N-(4-Bromobenzyl)-N'-t-butoxycarbonylhydrazino]-2-hydroxypropionic acid methyl ester

Product 2

HCID 313Hydrochloric AcidYield 663.5%HCID 86705085(R)-3-[N-(4-Bromobenzyl)hydrazino]-2-hydroxypropionic Acid Ethyl Ester

Procedure

A solution of (R)-3-[N-(4-bromobenzyl)-N′-t-butoxycarbonylhydrazino]-2-hydroxypropionic acid methyl ester (25 g, 62 mmol) in EtOH/HCl (1M, 310 mL, 0.3 mol) was stirred overnight until the reaction was complete. The mixture was then concentrated and the residue was washed with EtOAc (120 mL) and filtered. The solids were collected to yield the title compound as a white solid HCl salt (15 g).

Workup

  1. concentrationThe mixture was then concentrated
  2. washthe residue was washed with EtOAc (120 mL)
  3. filtrationfiltered
  4. customThe solids were collected

Sources & evidence

ORD record
ord-3428aa374378488990f774080d9aa2cb
Source dataset
uspto-grants-2014_10
Patent number
US08871792B2

Reaction notes

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