Sodium Hydroxide → HCID 118098722, compound

HRID 708845Notes

Reaction equation

HRID 708845 reaction equation
[CH2:1]([O:8][C:9]([N:11]([CH2:13][C:14]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:15]=1[C:23]([CH2:34][CH3:35])(C(OCC)=O)[C:24]([O:26]CC)=[O:25])[CH3:12])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CCO>[CH2:1]([O:8][C:9]([N:11]([CH2:13][C:14]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:15]=1[CH:23]([CH2:34][CH3:35])[C:24]([OH:26])=[O:25])[CH3:12])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 131733864HCID 131733864, compound

Product 1

HCID 118098722HCID 118098722, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

13B (820 mg, 1.685 mmol) was dissolved in EtOH (20 mL), sodium hydroxide (8.43 mL, 16.85 mmol) was added. The reaction mixture was stirred at 100° C. for 1 h. The mixture was concentrated, acidified to pH 2 with 1N HCl; extracted with EtOAc. The organic layer was washed with brine, dried and concentrated gave 13C (620 mg, 1.605 mmol, 95% yield). MS (ESI) m/z: 386.9 (M+H)+.

Workup

  1. concentrationThe mixture was concentrated
  2. extractionextracted with EtOAc
  3. washThe organic layer was washed with brine
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-43c644c1db7541e496ce32be2b877c99
Source dataset
uspto-grants-2015_11
Patent number
US09174974B2

Reaction notes

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