Hydrochloric Acid → HCID 59323196, compound

HRID 2390050Notes

Reaction equation

HRID 2390050 reaction equation
[CH2:1]([C:5]1(C)[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[N:6]1)[CH:2]([CH3:4])[CH3:3].[BH4-].[Na+].Cl.[CH3:19]O>>[CH2:1]([CH:5]1[CH2:14][C:13]2[C:8](=[CH:9][C:10]([CH3:19])=[CH:11][CH:12]=2)[CH2:7][NH:6]1)[CH:2]([CH3:3])[CH3:4]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 4311764Sodium borohydrideHCID 68522315HCID 68522315, compound

Product 1

HCID 59323196HCID 59323196, compoundYield 96%

Procedure

To a solution of 24.5 mg of 3-isobutyl-3-methyl-3,4-dihydroisoquinoline in methanol (1 mL) was added 4.5 mg of sodium borohydride, followed by stirring at room temperature for 5 minutes. After completion of the reaction, to the reaction liquid was added 2N hydrochloric acid, followed by drying under reduced pressure, and a saturated aqueous sodium bicarbonate solution was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with brine and then dried over anhydrous sodium sulfate, and the solvent was removed by evaporation to obtain 24 mg (yield 96%) of a title compound as a light yellow oily substance.

Workup

  1. customAfter completion of the reaction
  2. customto the reaction liquid
  3. customby drying under reduced pressure
  4. additiona saturated aqueous sodium bicarbonate solution was added
  5. extractionfollowed by extraction with ethyl acetate
  6. washThe organic layer was washed with brine
  7. dry with materialdried over anhydrous sodium sulfate
  8. customthe solvent was removed by evaporation

Sources & evidence

ORD record
ord-11c0701ac4f94f718be26f8b216452ce
Source dataset
uspto-grants-2012_09
Patent number
US08273766B2

Reaction notes

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