Hydrochloric Acid → HCID 59323254, compound

HRID 2390054Notes

Reaction equation

HRID 2390054 reaction equation
[C:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH:9]([CH2:20][CH:21]([CH3:23])[CH3:22])[N:10](C(=O)C(F)(F)F)[CH2:11]2)=[CH:6][CH:5]=1)(=[O:3])[CH3:2].Cl.C(=O)(O)[O-].[Na+]>C(O)CCC>[C:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH:9]([CH2:20][CH:21]([CH3:23])[CH3:22])[NH:10][CH2:11]2)=[CH:6][CH:5]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 59323098HCID 59323098, compound

Product 1

HCID 59323254HCID 59323254, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

To 40 mg of 7-acetyl-3-isobutyl-2-trifluoroacetyl-1,2,3,4-tetrahydroisoquinoline were added 1 mL of 3 N hydrochloric acid and 0.5 mL of n-butanol, followed by reflux overnight. After completion of the reaction, to the reaction liquid was added an aqueous sodium bicarbonate solution, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous sodium sulfate. The solvent was removed by evaporation to obtain 24 mg (yield 85%) of a title compound as a yellow oily substance.

Workup

  1. temperatureby reflux overnight
  2. customAfter completion of the reaction
  3. customto the reaction liquid
  4. extractionfollowed by extraction with ethyl acetate
  5. washThe organic layer was washed with brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was removed by evaporation

Sources & evidence

ORD record
ord-3952f63ac52e4954b3787953bb7b5724
Source dataset
uspto-grants-2012_09
Patent number
US08273766B2

Reaction notes

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