Sodium borohydride → HCID 18382642, compound

HRID 2297606Notes

Reaction equation

HRID 2297606 reaction equation
[BH4-].[Na+].[CH3:3][C:4]1([CH3:17])[CH2:13][C:12]2[C:7](=[CH:8][C:9]([N+:14]([O-:16])=[O:15])=[CH:10][CH:11]=2)[CH:6]=[N:5]1>CO>[CH3:3][C:4]1([CH3:17])[CH2:13][C:12]2[C:7](=[CH:8][C:9]([N+:14]([O-:16])=[O:15])=[CH:10][CH:11]=2)[CH2:6][NH:5]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 18382576HCID 18382576, compound

Product 1

HCID 18382642HCID 18382642, compoundYield 89.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium borohydride (1.57 g; 41.38 mmol) was added portionwise to a solution of 3,4-dihydro-3,3-dimethyl-7-nitroisoquinoline (4.22 g; 20.69 mmol) in methanol (150 ml). The resultant solution was stirred at 25° C. for 2 h. The methanol was evaporated in vacuo and the residue partitioned between water and dichloromethane. The organic layer was dried over sodium sulphate and then evaporated in vacuo to afford the title compound (3.81 g).

Workup

  1. customThe methanol was evaporated in vacuo
  2. customthe residue partitioned between water and dichloromethane
  3. dry with materialThe organic layer was dried over sodium sulphate
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-b8b6abd6d9484cdc9da8ab07a67d1dbf
Source dataset
uspto-grants-2002_12
Patent number
US06492378B1

Reaction notes

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