Hydrochloric Acid → HCID 22098698, compound

HRID 266206Notes

Reaction equation

HRID 266206 reaction equation
[BH4-].[Li+].[C:3]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:15][CH2:14][N:13]([CH2:16][C:17](OCC)=[O:18])[C:12]2=[O:22])=[CH:7][CH:6]=1)#[N:4].Cl>O1CCCC1>[C:3]([C:5]1[CH:6]=[CH:7][C:8]([N:11]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][OH:18])[C:12]2=[O:22])=[CH:9][CH:10]=1)#[N:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4148881Lithium borohydrideHCID 22098811HCID 22098811, compound

Product 1

HCID 22098698HCID 22098698, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.71 g of lithium borohydride were added in batches to a solution of 8.8 g of 1-(4-cyano-phenyl)-3-(ethoxycarbonylmethyl)-imidazolidin-2-one in 500 ml of tetrahydrofuran with stirring at ambient temperature. The mixture was stirred for 1 hour at ambient temperature and for 2 hours at 60° C., then after cooling in an ice bath 16.5 ml of 2N hydrochloric acid were added and the resulting mixture was evaporated down in vacuo. The residue was digested with 50 ml of methanol, the methanol phase was evaporated down and the residue was purified over silica gel (eluant: ethyl acetate/methanol=9:1)

Workup

  1. stirringThe mixture was stirred for 1 hour at ambient temperature and for 2 hours at 60° C.
  2. additionwere added
  3. customthe resulting mixture was evaporated down in vacuo
  4. customthe methanol phase was evaporated down
  5. customthe residue was purified over silica gel (eluant: ethyl acetate/methanol=9:1)

Sources & evidence

ORD record
ord-1a974fc5e8394c118f25a1603d815889
Source dataset
uspto-grants-1997_07
Patent number
US05650424

Reaction notes

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