Potassium Carbonate → HCID 14446612, compound

HRID 428146Notes

Reaction equation

HRID 428146 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]([S:16][CH3:17])[CH2:12][N+:13]([O-])=O)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+].C(=O)([O-])[O-].[K+].[K+]>O1CCCC1.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]([S:16][CH3:17])[CH2:12][NH2:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 122761222-(3,4-Dimethoxyphenyl)-2-(methylthio)nitroethaneHCID 21226445Aluminium lithium hydride

Product 1

HCID 14446612HCID 14446612, compoundYield 89.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent2×

Procedure

Under argon, a solution of 2-(3,4-dimethoxyphenyl)-2-(methylthio)nitroethane (1.22 g, 4.8 mmol) in tetrahydrofuran (20 ml) was dropwise added to an ice-cooled and stirred solution of lithium aluminum hydride (0.47 g) in tetrahydrofuran (10 ml). After stirring at room temperature for 30 minutes, water (0.47 ml), 15% aqueous sodium hydroxide solution (0.47 g) and water (1.14 ml) were sequentially added dropwise to the reaction mixture under ice-cooling and stirring. A small amount of potassium carbonate was added and stirred for a few minutes. Inorganic salts were filtered out and washed with tetrahydrofuran and the filtrate was concentrated under reduced pressure and dried to yield a crude oily 2-(3,4-dimethoxyphenyl)-2-(methylthio)ethylamine (0.98 g).

Workup

  1. temperaturecooled
  2. temperaturecooling
  3. stirringstirring
  4. stirringstirred for a few minutes
  5. filtrationInorganic salts were filtered out
  6. washwashed with tetrahydrofuran
  7. concentrationthe filtrate was concentrated under reduced pressure
  8. customdried

Sources & evidence

ORD record
ord-65c6433b9eef402e86b5cd47b1382359
Source dataset
uspto-grants-2001_11
Patent number
US06313153B1

Reaction notes

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