Trifluoroacetic acid → HCID 68577477, compound

HRID 656467Notes

Reaction equation

HRID 656467 reaction equation
[NH2:1][CH2:2][CH:3]1[N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17][CH2:16][C:4]21[CH2:8][N:7]([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:6][CH2:5]2.FC(F)(F)C(O)=O.C(=O)([O-])O.[Na+]>ClCCl>[CH2:9]([N:7]1[CH2:6][CH2:5][C:4]2([CH2:16][CH2:17][CH2:18][NH:19][CH:3]2[CH2:2][NH2:1])[CH2:8]1)[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 68577515HCID 68577515, compound

Product 1

HCID 68577477HCID 68577477, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1 mmol of tert-butyl 6-aminomethyl-2-benzyl-2,7-diazaspiro[4.5]decane-7-carboxylate is dissolved in 2 ml of dichloromethane and the solution is admixed with 2 ml of trifluoroacetic acid. The reaction solution is stirred at room temperature until conversion is complete and then is poured into saturated aqueous sodium hydrogen carbonate solution. The phases are separated and the aqueous phase is extracted with dichloromethane. The combined organic phases are washed with brine, dried over sodium sulphate and evaporated. From the residue the title compound is identified by means of flash chromatography (SiO2 60 F) on the basis of the Rf value.

Workup

  1. customThe phases are separated
  2. extractionthe aqueous phase is extracted with dichloromethane
  3. washThe combined organic phases are washed with brine
  4. dry with materialdried over sodium sulphate
  5. customevaporated

Sources & evidence

ORD record
ord-851b0db28b1b4caab5c4e7e138353f09
Source dataset
uspto-grants-2011_12
Patent number
US08071773B2

Reaction notes

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