4-Nitrobenzoyl chloride → HCID 15687991, compound

HRID 1450418Notes

Reaction equation

HRID 1450418 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:14])[C@H:5]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[NH2:6].[N+:15]([C:18]1[CH:26]=[CH:25][C:21]([C:22](Cl)=[O:23])=[CH:20][CH:19]=1)([O-:17])=[O:16]>ClCCl.N1C=CC=CC=1>[N+:15]([C:18]1[CH:19]=[CH:20][C:21]([C:22]([NH:6][C@@H:5]([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:4]([O:3][CH3:2])=[O:14])=[O:23])=[CH:25][CH:26]=1)([O-:17])=[O:16]

Participants

5

Reactant 2

HCID 85024-Nitrobenzoyl chlorideHCID 75736Methyl L-phenylalaninate hydrochloride

Product 1

HCID 15687991HCID 15687991, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Procedure

2.0 g (9.3 mmol) L-phenylalanine methylester hydrochloride and 1.73 g (9.3 mmol) 4-nitrobenzoyl chloride were dissolved in a mixture of 10 ml dichloromethane and 5 ml pyridine and stirred over night at room temperature. The mixture was evaporated in vacuo, while a colorless solid precipitated, which was filtered by suction, recrystallized from ethanol, washed with diisopropylether, and dried in vacuo to give the title compound in colorless needles,

Workup

  1. customThe mixture was evaporated in vacuo, while a colorless solid
  2. customprecipitated
  3. filtrationwhich was filtered by suction
  4. customrecrystallized from ethanol
  5. washwashed with diisopropylether
  6. customdried in vacuo

Sources & evidence

ORD record
ord-7ecf221753b941409fe189339f84bdb3
Source dataset
uspto-grants-1997_02
Patent number
US05602136

Reaction notes

Loading…