Sodium borohydride → HCID 10561712, compound

HRID 235098Notes

Reaction equation

HRID 235098 reaction equation
[Br:1][C:2]1[C:3]([CH:10]=[O:11])=[C:4]([CH2:7][CH2:8][CH3:9])[S:5][CH:6]=1.[BH4-].[Na+]>C(O)C>[Br:1][C:2]1[C:3]([CH2:10][OH:11])=[C:4]([CH2:7][CH2:8][CH3:9])[S:5][CH:6]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 10609651HCID 10609651, compound

Product 1

HCID 10561712HCID 10561712, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 850 mg (3.6 mmol) sample of the compound from step 43a was dissolved in 20 mL of ethanol and treated with 206 mg (5.4 mmol) of sodium borohydride. The mixture was stirred at room temperature for 1 hour, then quenched with water and extracted with ether. The extract was washed with water, dried over MgSO4, and concentrated in vacuo to give 950 mg of an oil that was taken to the next step without further purification. NMR (CDCl3) δ:7.09 (s, 1H), 4.60 (s, 2H), 2.85 (t, J=7 Hz, 2H), 1.68 (m, 2H), 0.99 (t, J=7 Hz, 3H).

Workup

  1. customquenched with water
  2. extractionextracted with ether
  3. washThe extract was washed with water
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-03acdd37a00047c6957cf3d7fd2ab316
Source dataset
uspto-grants-1997_01
Patent number
US05597832

Reaction notes

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