Sodium Hydroxide → HCID 15428590, compound

HRID 1585872Notes

Reaction equation

HRID 1585872 reaction equation
[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][N:3]1[C:8]1[CH:22]=[CH:21][C:11]([CH2:12][O:13]C(=O)CCCCBr)=[CH:10][CH:9]=1.[OH-].[Na+]>CO>[OH:13][CH2:12][C:11]1[CH:10]=[CH:9][C:8]([N:3]2[CH2:4][CH2:5][CH2:6][CH2:7][C:2]2=[O:1])=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15428589HCID 15428589, compound

Product 1

HCID 15428590HCID 15428590, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The oxo-piperdinyl intermediate from Step 2 (2 g, 5.43 mmol) was dissolved in MeOH and treated with 1N NaOH (20 mL). The reaction was stirred for 20 minutes. The reaction mixture was concentrated in vacuo. The resulting oil was partitioned between H2O and EtOAc. The layers were separated and the organic layer was dried (MgSO4), filtered and concentrated to give the title compound as an off-white solid.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customThe resulting oil was partitioned between H2O and EtOAc
  3. customThe layers were separated
  4. dry with materialthe organic layer was dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-7790c0663d754689a93bd012a7382903
Source dataset
uspto-grants-1999_08
Patent number
US05939439

Reaction notes

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