Ammonium Chloride → HCID 13952338, compound

HRID 1447978Notes

Reaction equation

HRID 1447978 reaction equation
[C:1]([CH:9]1[CH2:13][O:12][C:11](=[O:14])[NH:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].[Cl-].[NH4+]>C(O)C>[OH:8][CH:1]([CH:9]1[CH2:13][O:12][C:11](=[O:14])[NH:10]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 20380987HCID 20380987, compound

Product 1

HCID 13952338HCID 13952338, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3 g (15.8 mMole) of 4-benzoyl oxazolidin-2-one are dissolved in 100 ml of ethanol, followed by the addition in portions at room temperature of 900 mg (23.8 mMole) of sodium borohydride. The mixture is then stirred for 2.5 hours at room temperature. The reaction solution is then hydrolysed with a saturated ammonium chloride solution. The aqueous phase is repeatedly extracted with CHCl3, the organic phases are combined, dried over Na2SO4 and concentrated in a rotary evaporator. The oil is taken up in methanol. The crystals are filtered under suction.

Workup

  1. extractionThe aqueous phase is repeatedly extracted with CHCl3
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated in a rotary evaporator
  4. filtrationThe crystals are filtered under suction

Sources & evidence

ORD record
ord-8380ec05358944a8a118ff2ecc7d23c4
Source dataset
uspto-grants-1979_12
Patent number
US04179442

Reaction notes

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