Sodium Hydroxide → Bupivacaine (USAN:INN:BAN)

HRID 2220784

Reaction equation

HRID 2220784 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][N:5]1[CH:10]([C:11]([NH:13][C:14]2[C:15]([CH3:21])=[CH:16][CH:17]=[CH:18][C:19]=2[CH3:20])=[O:12])[CH2:9][CH2:8][CH2:7][CH2:6]1.Cl.[OH-].[Na+]>O>[CH3:1][CH2:2][CH2:3][CH2:4][N:5]1[CH:10]([C:11]([NH:13][C:14]2[C:15]([CH3:21])=[CH:16][CH:17]=[CH:18][C:19]=2[CH3:20])=[O:12])[CH2:9][CH2:8][CH2:7][CH2:6]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 64737Bupivacaine Hydrochloride

Product 1

HCID 2474Bupivacaine (USAN:INN:BAN)

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Bupivacaine hydrochloride (Sigma-Aldrich Corporation, St. Louis, Mo.) was dissolved in deionized (DI) water at a concentration of 40 mg/ml (saturation). A calculated amount of sodium hydroxide (in the form of 1 N solution) was added to the solution and the pH of the final mixture was adjusted to 10 to precipitate the Bupivacaine base. The precipitated product was filtered, and further washed with DI water at least three times. The precipitated product was dried at ca. 40° C. in vacuum for 24 hours.

Workup

  1. customto precipitate the Bupivacaine base
  2. filtrationThe precipitated product was filtered
  3. washfurther washed with DI water at least three times
  4. customThe precipitated product was dried at ca. 40° C. in vacuum for 24 hours

Sources & evidence

ORD record
ord-8f98ef1c64c147ff95d61b55905fc186
Source dataset
uspto-grants-2008_05
Patent number
US07368126B2

Linked notes

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