Sodium borohydride → HCID 23050553, compound

HRID 1651857Notes

Reaction equation

HRID 1651857 reaction equation
[BH4-].[Na+].[CH3:3][C:4]([C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[CH2:11][CH:10]([NH:15][C:16](=[O:18])[CH3:17])[CH2:9]2)=[O:5]>O.CO>[C:16]([NH:15][CH:10]1[CH2:9][C:8]2[C:12](=[CH:13][CH:14]=[C:6]([CH:4]([OH:5])[CH3:3])[CH:7]=2)[CH2:11]1)(=[O:18])[CH3:17]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 14071503HCID 14071503, compound

Product 1

HCID 23050553HCID 23050553, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 4.6 g (0.12 mol) of sodium borohydride in 25 ml of water is added to 24 g (0.11 mmol) of (2-acetamido-indan-5-yl) methyl ketone (Example G) in 200 ml of methanol at room temperature. After 21/2 hours, the mixture is evaporated in vacuo and the residue is diluted with ice-water and acidified. The reaction product is extracted with 9:1 methylene chloride/methanol, the organic phase is dried, and the solvent is removed in vacuo.

Workup

  1. customAfter 21/2 hours, the mixture is evaporated in vacuo
  2. additionthe residue is diluted with ice-water
  3. extractionThe reaction product is extracted with 9:1 methylene chloride/methanol
  4. customthe organic phase is dried
  5. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-e442de050b2042c9883484785ed816e3
Source dataset
uspto-grants-1990_05
Patent number
US04929754

Reaction notes

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