Sodium Hydroxide → HCID 68851628, compound

HRID 1821052Notes

Reaction equation

HRID 1821052 reaction equation
[C:1]([C:3]1[C:4]([CH3:16])=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH2:8][CH:7]([C:12]([O:14]C)=[O:13])[CH2:6]2)#[N:2].[OH-].[Na+]>CO>[C:1]([C:3]1[C:4]([CH3:16])=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH2:8][CH:7]([C:12]([OH:14])=[O:13])[CH2:6]2)#[N:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68850440HCID 68850440, compound

Product 1

HCID 68851628HCID 68851628, compoundYield 86.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 5-cyano-4-methylindane-2-carboxylate (121 mg, 0.562 mmol) in methanol (2 mL), 1.0 N NaOH (1.69 mL, 1.69 mmol) was added and the reaction mixture was stirred overnight. The reaction mixture was acidified, extracted with EtOAc and the organic layer was washed with H2O, brine, dried (MgSO4), filtered and concentrated in vacuo to afford 98 mg of the title compound: 1H NMR (CDCl3) δ 2.48 (s, 3H), 3.26-3.48 (m, 5H), 7.16 (d, 1H, J=7.7 Hz), 7.47 (d, 1H, J=7.8 Hz).

Workup

  1. extractionextracted with EtOAc
  2. washthe organic layer was washed with H2O, brine
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-db6fc6c36e324259827b03300e4a6178
Source dataset
uspto-grants-2009_10
Patent number
US07605171B2

Reaction notes

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