Sodium borohydride → HCID 21463489, compound

HRID 1940599Notes

Reaction equation

HRID 1940599 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:11](=[O:17])[CH2:12][CH2:13][N:14]([CH3:16])[CH3:15])[C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1.[BH4-].[Na+]>C(O)C>[NH2:1][C:2]1[CH:3]=[C:4]([CH:11]([OH:17])[CH2:12][CH2:13][N:14]([CH3:16])[CH3:15])[C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 21463487HCID 21463487, compound

Product 1

HCID 21463489HCID 21463489, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1-(5-amino-2,3-dihydrobenzofuran-7-yl)-3-dimethylaminopropan-1-one (D15) (2.5 g) in ethanol (200 ml) was treated with sodium borohydride (1.22 g) and stirred for 4 h at room temperature. The solvent was evaporated under reduced pressure, and the residue partitioned between water and dichloromethane. The organic phase was dried (Na2SO4) and the solvent evaporated under reduced pressure to give the title compound as an orange/red solid (2.12 g, 84%).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue partitioned between water and dichloromethane
  3. dry with materialThe organic phase was dried (Na2SO4)
  4. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-01a7f1129fd64281876b434bd99851fd
Source dataset
uspto-grants-1997_12
Patent number
US05700818

Reaction notes

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