Pyrrolidine → HCID 68826810, compound

HRID 230558Notes

Reaction equation

HRID 230558 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][C:9]=1[N+:18]([O-:20])=[O:19]>ClCCl>[N+:18]([C:9]1[CH:10]=[C:11]([C:14]([F:15])([F:16])[F:17])[CH:12]=[CH:13][C:8]=1[CH2:7][N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)([O-:20])=[O:19]

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 27757862-Nitro-4-(trifluoromethyl)benzyl chloride

Product 1

HCID 68826810HCID 68826810, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
20 °C

Procedure

0.35 cm3 (4.174 mmol) of pyrrolidine is added, at a temperature in the region of 20° C., under an argon atmosphere, to 0.5 g (2.087 mmol) of 1-chloromethyl-2-nitro-4-trifluoromethylbenzene in solution in 20 cm3 of dichloromethane. After stirring for 16 hours at a temperature in the region of 20° C., the reaction mixture is diluted with 250 cm3 of dichloromethane, washed with 3 times 200 cm3 of water, dried over anhydrous magnesium sulfate, filtered, and concentrated to dryness under reduced pressure (2.7 kPa), to give 458 mg of 1-(2-nitro-4-trifluoromethylbenzyl)pyrrolidine in the form of an oil;

Workup

  1. washwashed with 3 times 200 cm3 of water
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)

Sources & evidence

ORD record
ord-dd0c60185ac04955af86dfdbc829cc4c
Source dataset
uspto-grants-2009_07
Patent number
US07566736B2

Reaction notes

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