Potassium Carbonate → 1-(2-Chloro-4-nitro-benzyl)-pyrrolidine

HRID 898586Notes

Reaction equation

HRID 898586 reaction equation
C(=O)([O-])[O-].[K+].[K+].Br[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:10]=1[Cl:18].[NH:19]1[CH2:23][CH2:22][CH2:21][CH2:20]1>C(#N)C.ClCCl>[Cl:18][C:10]1[CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[CH:13]=[CH:14][C:9]=1[CH2:8][N:19]1[CH2:23][CH2:22][CH2:21][CH2:20]1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 31268PyrrolidineHCID 30163681-(Bromomethyl)-2-chloro-4-nitrobenzene

Product 1

HCID 576632361-(2-Chloro-4-nitro-benzyl)-pyrrolidine

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 6344DichloromethaneSolvent

Procedure

10.50 g (74.452 mmol) potassium carbonate was added to a solution of 7.400 g (29.543 mmol) of 1-bromomethyl-2-chloro-4-nitro-benzene and 5.00 mL (59.300 mmol) pyrrolidine in 150 mL acetonitrile and the mixture was stirred for 16 h at RT. The reaction mixture was diluted with 200 mL dichloromethane, filtered and the filtrate evaporated down i. vac. The residue was taken up in EtOAc, the org. phase was washed with water, dried over magnesium sulphate and evaporated down i. vac. The crude product was used in the next reaction step without any further purification.

Workup

  1. filtrationfiltered
  2. customthe filtrate evaporated down i
  3. washphase was washed with water
  4. dry with materialdried over magnesium sulphate
  5. customevaporated down i
  6. customThe crude product was used in the next reaction step without any further purification

Sources & evidence

ORD record
ord-c84acf0f55b54d35ba4b0b73163d9c1b
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

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