Water → HCID 70414168, compound

HRID 1980389Notes

Reaction equation

HRID 1980389 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[NH2:11][C@H:12]([C:20]([OH:22])=[O:21])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.O.[OH-].[Na+:25]>C(O)C>[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH:4]=[N:11][CH:12]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:20]([O-:22])=[O:21].[Na+:25]

Participants

6

Reactant 4

HCID 962WaterHCID 6140L-PhenylalanineHCID 134042,4-DichlorobenzaldehydeHCID 14798Sodium Hydroxide

Product 1

HCID 70414168HCID 70414168, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 18.5 grams of 2,4-dichlorobenzaldehyde in 50 milliliters of ethanol was added to a solution of 16.5 grams of phenylalanine in about 50 milliliters of alcoholic sodium hydroxide (prepared from 4 grams of sodium hydroxide in 50 milliliters of 1:1 water:ethanol) to obtain sodium 2-(2,4-dichlorobenzalamino)-3-phenylpropionate (Schiff base) and water by-product in the reaction mixture. The solvent was evaporated and the residue was redissolved in ethanol and evaporatively distilled to remove the water in rotary evaporator. The vessel was flushed four times with 100 milliliter portions of toluene to obtain the Schiff base in a solid mixture.

Sources & evidence

ORD record
ord-03a7e3cf751543fd816db8e1e0d9500b
Source dataset
uspto-grants-1985_04
Patent number
US04508921

Reaction notes

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