HCID 43023, compound → HCID 14751608, compound

HRID 1646873Notes

Reaction equation

HRID 1646873 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([C:11](=[O:20])[CH2:12][CH2:13][N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)=[CH:10][C:5]=2[O:4][C:3]1=[O:21].[BH4-].[Na+]>CO>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([CH:11]([OH:20])[CH2:12][CH2:13][N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)=[CH:10][C:5]=2[O:4][C:3]1=[O:21]

Participants

4

Reactant 2

HCID 43023HCID 43023, compoundHCID 4311764Sodium borohydride

Product 1

HCID 14751608HCID 14751608, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.01 mole of 3-methyl-6-(3-morpholinopropionyl)benzoxazolinone, prepared in stage A, is dissolved in 200 cm3 of methanol in a 250-cm3 flask equipped with a magnetic stirrer 0.02 mole of sodium borohydride is added very slowly and with stirring. Stirring is continued for 4 hours at room temperature. The reaction medium is evaporated on a water bath under vacuum. The residue is taken up with water and the mixture is extracted several times with chloroform. The extracts are filtered and evaporated to dryness on a water bath under vacuum and the product is recrystallized in cyclohexane.

Workup

  1. additionis added very slowly
  2. stirringStirring
  3. customThe reaction medium is evaporated on a water bath under vacuum
  4. extractionthe mixture is extracted several times with chloroform
  5. filtrationThe extracts are filtered
  6. customevaporated to dryness on a water bath under vacuum
  7. customthe product is recrystallized in cyclohexane

Sources & evidence

ORD record
ord-1a51857ed8c74254b20b771d888e5d7c
Source dataset
uspto-grants-1993_01
Patent number
US05182278

Reaction notes

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