Ethanol hydrochloride → Hydrochloric Acid
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])[CH: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
Procedure
A solution of (R)-3-[N-(4-bromobenzyl)-N′-t-butoxycarbonylhydrazino]-2-hydroxypropionic acid methyl ester (25 g, 62 mmol) in EtOH/HCl (310 mL, 1.0 M, 0.3 mol) was stirred overnight. The mixture was concentrated and the reside was washed with EtOAc (120 mL) and filtered to yield the title compound as a white solid HCl salt (15 g).
Workup
- concentrationThe mixture was concentrated
- washthe reside was washed with EtOAc (120 mL)
- filtrationfiltered
Sources & evidence
- ORD record
- ord-4db0bc86997f407e9d6a17966ee41e4c
- Source dataset
- uspto-grants-2014_04
- Patent number
- US08691868B2
Reaction notes
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