Cyclobutylamine → HCID 69585825, compound

HRID 1828184Notes

Reaction equation

HRID 1828184 reaction equation
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7](F)=[C:6]([N+:11]([O-:13])=[O:12])[CH:5]=1.[CH:15]1([NH2:19])[CH2:18][CH2:17][CH2:16]1>ClCCl.O>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([NH:19][CH:15]2[CH2:18][CH2:17][CH2:16]2)=[C:6]([N+:11]([O-:13])=[O:12])[CH:5]=1

Participants

5

Reactant 2

HCID 75645CyclobutylamineHCID 5219721Methyl 4-fluoro-3-nitrobenzoate

Product 1

HCID 69585825HCID 69585825, compoundYield 148.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-fluoro-3-nitro-benzoic acid methyl ester (14.51 g, 50.9 mmol) in dichloromethane (150 ml) was added cyclobutylamine (14 ml, 164 mmol) slowly with cooling on an ice bath. After 2 hours at 23° C. the reaction was diluted with water and extracted with dichloromethane. The organic layer was dried with sodium sulfate and concentrated in vacuo to give 18.95 g of 4-cyclobutylamino-3-nitro-benzoic acid methyl ester.

Workup

  1. temperaturewith cooling on an ice bath
  2. extractionextracted with dichloromethane
  3. dry with materialThe organic layer was dried with sodium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1fe4df57b07d427099b97eb6ece10648
Source dataset
uspto-grants-2006_06
Patent number
US07056918B2

Reaction notes

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