Pyridine → HCID 21538285, compound

HRID 1076762Notes

Reaction equation

HRID 1076762 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:12])[C:9]([O-:11])=[O:10])=[CH:4][CH:3]=1.[CH:13](Br)([CH3:15])[CH3:14].N1C=CC=C[CH:18]=1>C(O)C>[CH:13]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH3:12])[C:9]([O:11][CH3:18])=[O:10])=[CH:6][CH:7]=1)([CH3:15])[CH3:14]

Participants

5

Reactant 3

HCID 1049PyridineHCID 63582-BromopropaneHCID 215382822-(4-Aminophenyl)propanoate

Product 1

HCID 21538285HCID 21538285, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-(p-aminophenyl)propionate (5.4 g), isopropyl bromide (5g), pyridine (5 ml) and ethanol (80 ml) is boiled during 16 hours. The reaction mixture is concentrated in vacuo, taken up into water, extracted with ether, dried, after which the solvent is removed. Chromatography over silica gives 2.2 g of methyl 2-(p-isopropylaminophenyl)propionate.

Workup

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. extractionextracted with ether
  3. customdried
  4. customafter which the solvent is removed

Sources & evidence

ORD record
ord-08de3536df764453ba6e1198f9160c2b
Source dataset
uspto-grants-1976_05
Patent number
US03957850

Reaction notes

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