Trifluoroacetic acid → HCID 15290860, compound

HRID 634776Notes

Reaction equation

HRID 634776 reaction equation
Cl.O1[C:6]2([CH2:11][CH2:10][CH:9]([NH:12][CH2:13][CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:8][CH2:7]2)[O:5]CC1.FC(F)(F)C(O)=O.C([O-])(O)=O.[Na+]>O>[C:16]1([CH2:15][CH2:14][CH2:13][NH:12][CH:9]2[CH2:10][CH2:11][C:6](=[O:5])[CH2:7][CH2:8]2)[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 21260541HCID 21260541, compound

Product 1

HCID 15290860HCID 15290860, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of (1,4-dioxa-spiro[4.5]dec-8-yl)-(3-phenyl-propyl)-amine hydrochloride (1:1) (3.35 g, 10.7 mmol), H2O (25 ml) and trifluoroacetic acid (2.47 ml, 32.2 mmol) was left at r.t for 48 h. NaHCO3 (10%, 100 ml) was added and the solution was extracted with CH2Cl2. Drying of the organic layer (Na2SO4) and evaporation left 4-(3-phenyl-propylamino)-cyclohexanone as a slightly coloured oil (2.4 g, 97%, MS: m/e=232.2 (M+H+)).

Workup

  1. extractionthe solution was extracted with CH2Cl2
  2. dry with materialDrying of the organic layer (Na2SO4) and evaporation
  3. waitleft 4-(3-phenyl-propylamino)-cyclohexanone as a slightly coloured oil (2.4 g, 97%, MS: m/e=232.2 (M+H+))

Sources & evidence

ORD record
ord-35ffe141146d45afb3a2d569472ac205
Source dataset
uspto-grants-2001_02
Patent number
US06184236B2

Reaction notes

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