Trifluoroacetic acid → HCID 21073158, compound

HRID 1373532Notes

Reaction equation

HRID 1373532 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[C:15]=2[O:21][CH3:22])[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:20][C:16]1[C:15]([O:21][CH3:22])=[C:14]([N:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69420920HCID 69420920, compound

Product 1

HCID 21073158HCID 21073158, compoundYield 72.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(3-chloro-2-methoxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (273 mg, 0.835 mmol) in CH2Cl2 (4 mL) was added TFA (4 mL) at RT. The reaction was stirred at room temperature for 1 hour and concentrated to give a reddish brown oil. Purification by SiO2 chromatography (10% MeOH/CH2Cl2 with 1% NH4OH) gave 1-(3-Chloro-2-methoxy-phenyl)-piperazine as a pale yellow solid/oil (137 mg, 0.604 mmol, 72%). MS: APCI: M+1: 227.1 (Exact Mass: 226.09).

Workup

  1. concentrationconcentrated
  2. customto give a reddish brown oil
  3. customPurification by SiO2 chromatography (10% MeOH/CH2Cl2 with 1% NH4OH)

Sources & evidence

ORD record
ord-c92b21d0ee2145288f6d4afc51ec2b62
Source dataset
uspto-grants-2007_01
Patent number
US07160888B2

Reaction notes

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