Sodium Bicarbonate → HCID 7216755, compound

HRID 981884Notes

Reaction equation

HRID 981884 reaction equation
C12(CS(O)(=O)=O)C(C)(C)C(CC1)CC2=O.[NH2:16][C@H:17]1[N:23]=[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:21]2[CH:30]=[CH:31][CH:32]=[CH:33][C:20]=2[N:19]([CH3:34])[C:18]1=[O:35].C([O-])(O)=O.[Na+]>C(OCC)(=O)C>[NH2:16][C@H:17]1[N:23]=[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:21]2[CH:30]=[CH:31][CH:32]=[CH:33][C:20]=2[N:19]([CH3:34])[C:18]1=[O:35]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 86744618HCID 86744618, compound

Product 1

HCID 7216755HCID 7216755, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 3(S)-(-)-amino-1,3-dihydro-1-methyl-5-phenyl-2H-1, 4-benzodiazepin-2-one camphor sulfonate salt was added 5 ml of 10% NaHCO3 (w/v) and 10 ml of ethyl acetate. The phases were thoroughly mixed and separated. The aqueous phase was re extracted with two 10 ml portions of ethyl acetate. The organic layers containing the free amine were combined and washed with 3 ml of H2O and 3 ml of brine. The organic phase was dried over anhydrous Na2SO4 and concentrated to dryness in vacuo. The amine was used immediately after drying.

Workup

  1. additionThe phases were thoroughly mixed
  2. customseparated
  3. extractionThe aqueous phase was re extracted with two 10 ml portions of ethyl acetate
  4. additionThe organic layers containing the free amine
  5. washwashed with 3 ml of H2O and 3 ml of brine
  6. dry with materialThe organic phase was dried over anhydrous Na2SO4
  7. concentrationconcentrated to dryness in vacuo
  8. customafter drying

Sources & evidence

ORD record
ord-79a0e8e0994d411784cbccce914249f3
Source dataset
uspto-grants-1991_02
Patent number
US04994258

Reaction notes

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