Sodium Hydroxide → HCID 58579021, compound

HRID 2368769Notes

Reaction equation

HRID 2368769 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[CH:11]([N:15]1[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:16]1)[CH2:10][CH2:9]2)=[O:5])C.[OH-].[Na+]>CO>[C:21]([N:18]1[CH2:19][CH2:20][N:15]([CH:11]2[C:12]3[C:8](=[CH:7][C:6]([C:4]([OH:5])=[O:3])=[CH:14][CH:13]=3)[CH2:9][CH2:10]2)[CH2:16][CH2:17]1)([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58579028HCID 58579028, compound

Product 1

HCID 58579021HCID 58579021, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

tert-Butyl 4-[5-(ethoxycarbonyl)-2,3-dihydro-1H-inden-1-yl)piperazin-1-carboxylate (8 g, 21.36 mmol) was dissolved in 20 mL of methanol, and 30 mL of sodium hydroxide (1 N) was added. The solution was stirred overnight at room temperature and at 50° C. for another 2 hours, and then concentrated. The residue was dissolved in water (50 mL) and the obtained solution was acidified to pH 5 with 1 N HCl and then extracted with ethyl acetate (3×100 mL). The extract liquor was pooled together, dried over magnesium sulfate, and concentrated to obtain the subtitle compound. MS (M+1)=347.19.

Workup

  1. concentrationconcentrated
  2. dissolutionThe residue was dissolved in water (50 mL)
  3. extractionextracted with ethyl acetate (3×100 mL)
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-0281cc970a624c4faf7a7bd7cc83037f
Source dataset
uspto-grants-2014_04
Patent number
US08703771B2

Reaction notes

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