Ammonium Chloride → HCID 20380984, compound

HRID 1447979Notes

Reaction equation

HRID 1447979 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([CH:8]2[CH2:12][O:11][C:10](=[O:13])[NH:9]2)=[O:7])=[CH:4][CH:3]=1.[BH4-].[Na+].[NH4+].[Cl-]>C(O)C>[OH:7][CH:6]([CH:8]1[CH2:12][O:11][C:10](=[O:13])[NH:9]1)[C:5]1[CH:14]=[CH:15][C:2]([Cl:1])=[CH:3][CH:4]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 20380983HCID 20380983, compound

Product 1

HCID 20380984HCID 20380984, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1 g (4.4 mMole) of 4-(p-chlorobenzoyl)-oxazolidin-2-one is dissolved in 50 ml of ethanol, followed by the addition in portions at room temperature of 300 mg (8.0 mMole) of sodium borohydride. After 1 hour, a saturated NH4Cl-solution is added to the reaction solution which is then repeatedly extracted with chloroform. The combined organic phases are dried over Na2SO4 and concentrated. The yellow oil is taken up in ether/hexane. The crystals formed are filtered off under suction.

Workup

  1. extractionis then repeatedly extracted with chloroform
  2. dry with materialThe combined organic phases are dried over Na2SO4
  3. concentrationconcentrated
  4. customThe crystals formed
  5. filtrationare filtered off under suction

Sources & evidence

ORD record
ord-15f5411294e94ed8ae22da0389131e5f
Source dataset
uspto-grants-1979_12
Patent number
US04179442

Reaction notes

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