Sodium borohydride → HCID 62239198, compound

HRID 1046378Notes

Reaction equation

HRID 1046378 reaction equation
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])[N:6]=1)=O.[BH4-].[Na+]>C(O)C.CO>[C:12]([O:11][C:7]1[N:6]=[C:5]([CH2:3][OH:2])[CH:10]=[CH:9][CH:8]=1)([CH3:15])([CH3:13])[CH3:14]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 68578245HCID 68578245, compound

Product 1

HCID 62239198HCID 62239198, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

A solution of 2.32 g (11.1 mmol) of the ester from step C in 25 ml of ethanol is reduced by portion wise addition of 2.09 g (55.4 mmol) of sodium borohydride. HPLC analysis after stirring at r.t. for 12 hours shows complete reaction. The mixture is diluted with methanol and extracted with ethyl acetate/water to yield a yellow oil.

Workup

  1. customreaction
  2. extractionextracted with ethyl acetate/water
  3. customto yield a yellow oil

Sources & evidence

ORD record
ord-5f3b0055203246148af948f8b40326b7
Source dataset
uspto-grants-2013_10
Patent number
US08569317B2

Reaction notes

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