Potassium Carbonate → Butanamide, 4-chloro-N-(2-(7-methoxy-1-naphthalenyl)ethyl)-

HRID 483396Notes

Reaction equation

HRID 483396 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[CH:9][CH:10]=[C:11]2[CH2:14][CH2:15][NH2:16])=[CH:6][CH:5]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:23][CH2:24][CH2:25][CH2:26][C:27](Cl)=[O:28]>O.C(Cl)(Cl)Cl>[CH3:2][O:3][C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[CH:9][CH:10]=[C:11]2[CH2:14][CH2:15][NH:16][C:27](=[O:28])[CH2:26][CH2:25][CH2:24][Cl:23])=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 783704-Chlorobutyryl chlorideHCID 160500552-(7-Methoxynaphthalen-1-yl)ethan-1-amine hydrochloride

Product 1

HCID 3071634Butanamide, 4-chloro-N-(2-(7-methoxy-1-naphthalenyl)ethyl)-

Reagents, catalysts & solvents 1

HCID 22418719Chloroform waterSolvent

Procedure

0.02 mol of 2-(7-methoxynaphth-1-yl)ethylamine hydrochloride is dissolved in a water/chloroform mixture. Potassium carbonate is added and the mixture is agitated for 15 minutes in an ice bath. 0.022 mol of 4-chlorobutyryl chloride is then added dropwise. The agitation is maintained for half an hour at room temperature; then the chloroform phase is dried, and the residue is recrystallized in a toluene/cyclohexane mixture (1:1).

Workup

  1. dry with materialthen the chloroform phase is dried
  2. customthe residue is recrystallized in a toluene/cyclohexane mixture (1:1)

Sources & evidence

ORD record
ord-37b3be247e3348129ad39ba00e614fd7
Source dataset
uspto-grants-1993_07
Patent number
US05225442

Reaction notes

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