Sodium Hydroxide → HCID 19034073, compound

HRID 265869Notes

Reaction equation

HRID 265869 reaction equation
[C:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][C:15]2[CH:16]=[C:17]([CH2:21][CH2:22][C:23]([O:25]C)=[O:24])[CH:18]=[CH:19][CH:20]=2)[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[OH-].[Na+].OS([O-])(=O)=O.[K+]>CO>[C:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][C:15]2[CH:16]=[C:17]([CH2:21][CH2:22][C:23]([OH:25])=[O:24])[CH:18]=[CH:19][CH:20]=2)[CH2:10][CH2:9]1)([O:3][C:4]([CH3:6])([CH3:5])[CH3:7])=[O:2]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 516920Potassium bisulfateHCID 19034176HCID 19034176, compound

Product 1

HCID 19034073HCID 19034073, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 11-6 (290 mg, 0.80 mmoles), 1N NaOH (3 mL), and CH3OH (4 mL) was stirred at ambient temperature for 1.0 hour. The reaction was then acidified with 10% KHSO4 and extracted with EtOAc. The EtOAc portion was then washed with brine, dried (MgSO4), and concentrated to give 11-7 as a yellow oil. Rf 0.58 (silica, 10.5:0.5 CH2Cl2 /CH3OH/HOAc).

Workup

  1. extractionextracted with EtOAc
  2. washThe EtOAc portion was then washed with brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-833b5431362f4cac9bb494dbf4e5f403
Source dataset
uspto-grants-1997_07
Patent number
US05648368

Reaction notes

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