Sodium Hydroxide → HCID 89500600, compound

HRID 2178528Notes

Reaction equation

HRID 2178528 reaction equation
[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][N:3]1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][CH2:19][CH:18]([C:22]2[CH:31]=[CH:30][CH:29]=[CH:28][C:23]=2[C:24]([O:26]C)=[O:25])[CH2:17]1.[OH-].[Na+]>CO>[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][N:3]1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][CH2:19][CH:18]([C:22]2[CH:31]=[CH:30][CH:29]=[CH:28][C:23]=2[C:24]([OH:26])=[O:25])[CH2:17]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 89500399HCID 89500399, compound

Product 1

HCID 89500600HCID 89500600, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
80 °C

Procedure

Methyl 2-(1-{2-[2-(2-oxopiperidin-1-yl)phenyl]ethyl}piperidin-3-yl)benzoate a6-1 (0.35 g, 0.84 mmol, 1 eq) is dissolved in methanol (5 ml). NaOH 5N (0.84 ml, 4.20 mmol, 5 eq) is added and the mixture is heated at 80° C. for 16 h. The reaction mixture is concentrated under reduced pressure and the residue obtained is taken up in MeOH, filtered, and evaporated to afford 0.34 g of crude 2-(1-{2-[2-(2-oxopiperidin-1-yl)phenyl]ethyl}piperidin-3-yl)benzoic acid a6-5 which is used in the next step without further purification.

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. customthe residue obtained
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-6b0d0960534143e48ed1e7fba0424a10
Source dataset
uspto-grants-2015_06
Patent number
US09067930B2

Reaction notes

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