HCID 17755962, compound → HCID 63990969, compound

HRID 491601Notes

Reaction equation

HRID 491601 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][O:15][C:16]2[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[CH:19]=[CH:18][C:17]=2[Cl:25])[CH2:10][CH2:9]1)=O)(C)(C)C>C(O)(C(F)(F)F)=O>[Cl:25][C:17]1[CH:18]=[CH:19][C:20]([N+:22]([O-:24])=[O:23])=[CH:21][C:16]=1[O:15][CH2:14][CH:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

3

Reactant 1

HCID 17755962HCID 17755962, compound

Product 1

HCID 63990969HCID 63990969, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

4-(2-Chloro-5-nitro-phenoxymethyl)-piperidine-1-carboxylic acid tert-butyl ester (14.58 g, 39.3 mmol) was dissolved in TFA (100 mL). After stirring for 2 h at RT, the mixture was concentrated in vacuo and taken up into EtOAc and washed with NaOH, then NaHCO3 (sat). The organic layer was dried with Na2SO4, filtered and evaporated to yield the title compound as a yellow solid. MS(MH+)=NA; Calc'd 269.07 for C12H15ClN2O3.

Workup

  1. concentrationthe mixture was concentrated in vacuo
  2. washwashed with NaOH
  3. dry with materialThe organic layer was dried with Na2SO4
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-7069483cc7164eaeb728ffe9707f631b
Source dataset
uspto-grants-2009_05
Patent number
US07531553B2

Reaction notes

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