Ammonium Chloride → HCID 20380984, compound

HRID 1390537Notes

Reaction equation

HRID 1390537 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-a94c2d19cdeb437ebb6a2d3abc2c160b
Source dataset
uspto-grants-1979_02
Patent number
US04139538

Reaction notes

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