Hydrochloric Acid → HCID 783469, compound

HRID 2073715Notes

Reaction equation

HRID 2073715 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[Cl:10])[CH2:5]Cl.[CH2:11]([NH:18][CH2:19][CH2:20][OH:21])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O>[CH2:11]([N:18]([CH2:19][CH2:20][OH:21])[CH2:5][C:4]1[CH:7]=[CH:8][C:9]([Cl:10])=[C:2]([Cl:1])[CH:3]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 4348BenzylethanolamineHCID 76093,4-Dichlorobenzyl chlorideHCID 11430Potassium Carbonate

Product 1

HCID 783469HCID 783469, compoundYield 57.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 13 g of 3,4-dichlorobenzyl chloride and 9.15 g of N-benzylethanolamine in 150 ml of dimethylformamide (DMF), 9 g of anhydrous potassium carbonate was added and the mixture was vigorously stirred. After stirring for 24 hours, the reaction mixture was acidified by adding 10% HCl and extracted with isopropyl ether. The aqueous phase was made basic with 10% sodium hydroxide solution and extracted with isopropyl ether. The extract was dried and the solvent was evaporated to produce the object compound (10.8 g, yield 57%).

Workup

  1. stirringAfter stirring for 24 hours
  2. extractionextracted with isopropyl ether
  3. extractionextracted with isopropyl ether
  4. customThe extract was dried
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-7d19d43efb0d4a4aacba81217c55524e
Source dataset
uspto-grants-1990_04
Patent number
US04920124

Reaction notes

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