Sodium Hydroxide → HCID 70119419, compound

HRID 1275351Notes

Reaction equation

HRID 1275351 reaction equation
[O:1]([C:8]([NH:10][C@H:11]([C:15]([OH:17])=[O:16])[CH:12]([CH3:14])[CH3:13])=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+:19]>C1(C)C=CC=CC=1.O>[Na+:19].[O:1]([C:8]([NH:10][C@H:11]([C:15]([O-:17])=[O:16])[CH:12]([CH3:14])[CH3:13])=[O:9])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 9816135N-Phenoxycarbonyl-L-valine

Product 1

HCID 70119419HCID 70119419, compoundYield 110.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of N-phenoxycarbonyl-L-Valine (5.00 g, 21.1 mmol) in 350 mL of toluene cooled to 0° C. in an ice bath was added dropwise a solution of sodium hydroxide (840 mg, 21 mmol) in 2 mL of distilled water. The reaction was stirred at 0° C. for 2 hours and then concentrated under reduced pressure. The residue was chased three time with toluene (150 mL) to afford the title compound as an oil (6.03 g).

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-17bcf2acfca143c8a1307a55db75e2ce
Source dataset
uspto-grants-2000_12
Patent number
US06160122

Reaction notes

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