Hydrochloric Acid → 4-(1-Amino-1-phenyl-ethyl)-cyclohexanone

HRID 45202Notes

Reaction equation

HRID 45202 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([C:11]([NH2:19])([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH3:12])[CH2:7][CH2:6]2)OCC1.Cl.ClCCl>CC(C)=O>[NH2:19][C:11]([CH:8]1[CH2:7][CH2:6][C:5](=[O:1])[CH2:10][CH2:9]1)([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH3:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 583810151-(1,4-Dioxa-spiro[4.5]dec-8-yl)-1-phenyl-ethylamine

Product 1

HCID 583810254-(1-Amino-1-phenyl-ethyl)-cyclohexanone

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Crude 1-(1,4-dioxa-spiro[4.5]dec-8-yl)-1-phenyl-ethylamine (26, 2.5 g) was dissolved in acetone (40 mL) and treated with 6M aqueous hydrochloric acid (21.1 mL). After 5 hours stirring the mixture was evaporated at less than 20° C. to give a residue which was treated with dichloromethane, washed with saturated sodium bicarbonate solution, dried and filtered to give a solution of crude product which was used immediately. Rt=0.7 min (Method 5). Detected mass: 218.3 (M+H+).

Workup

  1. customwas evaporated at less than 20° C.
  2. customto give a residue which
  3. washwashed with saturated sodium bicarbonate solution
  4. customdried
  5. filtrationfiltered
  6. customto give a solution of crude product which

Sources & evidence

ORD record
ord-ec73790b87e24b29a34f43fbfe58575b
Source dataset
uspto-grants-2013_09
Patent number
US08541449B2

Reaction notes

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