Water → Ethyl 3-nitro-2-piperid-1-yl-5-trifluoromethylbenzoate

HRID 550352Notes

Reaction equation

HRID 550352 reaction equation
Cl[C:2]1[C:12]([N+:13]([O-:15])=[O:14])=[CH:11][C:10]([C:16]([F:19])([F:18])[F:17])=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].[NH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1.O>O1CCOCC1>[N+:13]([C:12]1[C:2]([N:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)=[C:3]([CH:9]=[C:10]([C:16]([F:19])([F:18])[F:17])[CH:11]=1)[C:4]([O:6][CH2:7][CH3:8])=[O:5])([O-:15])=[O:14]

Participants

5

Reactant 3

HCID 962WaterHCID 8082PiperidineHCID 67200596Ethyl 2-chloro-3-nitro-5-trifluoromethylbenzoate

Product 1

HCID 67201256Ethyl 3-nitro-2-piperid-1-yl-5-trifluoromethylbenzoate

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of ethyl 2-chloro-3-nitro-5-trifluoromethylbenzoate (4.2 g; 1 eq.) in dioxane (40 ml) is added piperidine (3.9 ml; 2.1 eq.). After stirring for 18 hours at room temperature, the medium is poured into water (50 ml) and the product is extracted with ethyl ether. The organic phase is washed with water, dried and concentrated. 4.9 g of ethyl 3-nitro-2-piperid-1-yl-5-trifluoromethylbenzoate are obtained in the form of a colourless oil.

Workup

  1. extractionthe product is extracted with ethyl ether
  2. washThe organic phase is washed with water
  3. customdried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-a48ea0c23a7e491d84c7b2ec039d713f
Source dataset
uspto-grants-2011_05
Patent number
US07947675B2

Reaction notes

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