Hydrochloric Acid → Lithium Chloride

HRID 55117Notes

Reaction equation

HRID 55117 reaction equation
C[O:2][C:3](=[O:19])[C@@H:4]1[CH2:8][CH2:7][C:6](=[O:9])[N:5]1[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[CH:13][CH:12]=1.[Li+:20].[OH-].[ClH:22]>C1COCC1.O>[C:17]([C:14]1[CH:13]=[CH:12][C:11]([CH2:10][N:5]2[C:6](=[O:9])[CH2:7][CH2:8][C@H:4]2[C:3]([OH:19])=[O:2])=[CH:16][CH:15]=1)#[N:18].[Li+:20].[Cl-:22]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 54410854N-(4-Cyanobenzyl)-L-pyroglutamic acid methyl ester

Product 2

HCID 433294Lithium ChlorideHCID 22872280N-(4-Cyanobenzyl)-L-pyroglutamic acid

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

N-(4-Cyanobenzyl)-L-pyroglutamic acid methyl ester (0.875 g, 0.0034 mol) was dissolved in THF:H2O (3:1) (12 mL) and treated with LiOH (0.294 g, 0.007 mol) with stirring at ambient temperature. After stirring for 3 h, the solution was neutralized with 1N HCl, and concentrated to dryness to give the title compound and 2.1 eq of LiCl which was used without further purification.

Workup

  1. stirringAfter stirring for 3 h
  2. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-f2485a4c07ac4dc0821a11680da6b71a
Source dataset
uspto-grants-1997_04
Patent number
US05624936

Reaction notes

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