Sodium borohydride → HCID 13228378, compound

HRID 2296283Notes

Reaction equation

HRID 2296283 reaction equation
[BH4-].[Na+].[I-].[Cl:4][C:5]1[CH:27]=[CH:26][C:8]2[C:9]3[C:10](=[CH:22][N:23]([CH3:25])[CH:24]=3)[CH2:11][N+:12]([CH3:21])=[C:13]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[Cl:20])[C:7]=2[CH:6]=1>CO>[Cl:4][C:5]1[CH:27]=[CH:26][C:8]2[C:9]3[C:10](=[CH:22][N:23]([CH3:25])[CH:24]=3)[CH2:11][N:12]([CH3:21])[CH:13]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[Cl:20])[C:7]=2[CH:6]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 13228374HCID 13228374, compound

Product 1

HCID 13228378HCID 13228378, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Portionwise 0.2 g (52 mmol) of sodium borohydride was added to a solution of 3.0 g (6.3 mmol) of 8-chloro-6-(2-chlorophenyl)-2,5-dimethyl-2H,4H-pyrrolo[3,4-d][2]benzazepin-5-ium iodide in 50 ml of methanol which was cooled to 0°. The mixture was stirred at 0° for 20 min followed by the removal of the methanol at reduced pressure. The residue was partitioned between methylene chloride and water. The methylene chloride solution was washed with water and saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, and concentrated at reduced pressure to give a pale yellow oil. Crystallization from ether gave colorless crystals, mp 154°-155°.

Workup

  1. temperaturewas cooled to 0°
  2. customfollowed by the removal of the methanol at reduced pressure
  3. customThe residue was partitioned between methylene chloride and water
  4. washThe methylene chloride solution was washed with water and saturated aqueous sodium chloride
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated at reduced pressure
  7. customto give a pale yellow oil
  8. customCrystallization from ether
  9. customgave colorless crystals, mp 154°-155°

Sources & evidence

ORD record
ord-7c607dc90b1c4f2a96720de0914eb489
Source dataset
uspto-grants-1984_01
Patent number
US04428878

Reaction notes

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