Sodium Hydroxide → HCID 15428590, compound

HRID 1421691Notes

Reaction equation

HRID 1421691 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-484ebe9b8f4c4e4eb8aff0acb9d5c3d5
Source dataset
uspto-grants-2000_06
Patent number
US06077853

Reaction notes

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