Triethylamine → HCID 59731134, compound

HRID 131051Notes

Reaction equation

HRID 131051 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[CH2:11]([O:13][C:14](=[O:18])[CH2:15][CH2:16][NH2:17])[CH3:12].CCN(CC)CC.CN1CCCC1=O>O>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([NH:17][CH2:16][CH2:15][C:14]([O:13][CH2:11][CH3:12])=[O:18])=[CH:3][CH:4]=1)([O-:10])=[O:9]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 9590p-FluoronitrobenzeneHCID 13387N-methyl-2-pyrrolidoneHCID 419889Ethyl 3-aminopropanoate

Product 1

HCID 59731134HCID 59731134, compoundYield 67.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

459 mg of 4-fluoronitrobenzene, 500 mg of β-alanine ethyl ester and 1.15 ml of Et3N were added to a solution of 10 ml of N-methylpyrrolidinone (NMP). The reaction medium was heated at 70° C. for 8 hours and, after cooling to room temperature, was then poured into a water and ice mixture. The yellow precipitate formed was filtered off, re-slurried in water and then dried over P2O5. 520 mg of ethyl 3-(4-nitrophenylamino)propionate (6) were obtained.

Workup

  1. temperatureafter cooling to room temperature
  2. customThe yellow precipitate formed
  3. filtrationwas filtered off, re-slurried in water
  4. dry with materialdried over P2O5

Sources & evidence

ORD record
ord-7e66443c3c9e4676ac28b1b1f366b9d2
Source dataset
uspto-grants-2008_06
Patent number
US07384432B2

Reaction notes

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