4-Nitrobenzoyl chloride → HCID 15687991, compound

HRID 1898910Notes

Reaction equation

HRID 1898910 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, m.p. 115°-116° C.

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-12381f3aee1848498bc2ac33d4e7aa8e
Source dataset
uspto-grants-1996_11
Patent number
US05571813

Reaction notes

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