Sodium Hydroxide → HCID 69256238, compound

HRID 898360Notes

Reaction equation

HRID 898360 reaction equation
Cl[C:2]1[CH:16]=[CH:15][C:5]([C:6]([NH:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[O:7])=[C:4]([OH:17])[CH:3]=1.[OH-].[Na+:19]>O>[OH:17][C:4]1[CH:3]=[CH:2][CH:16]=[CH:15][C:5]=1[C:6]([NH:8][CH2:9][CH2:10][CH2:11][C:12]([O-:14])=[O:13])=[O:7].[Na+:19]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 98815804-(4-Chloro-2-hydroxybenzamido)butanoic acid

Product 1

HCID 69256238HCID 69256238, compoundYield 111.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Procedure

A 22 L flask was equipped with an overhead stirrer. Deionized water (2000 mL) and 4-[(4-chloro-2-hydroxy-benzoyl)amino]butanoic acid (380.0 g, 1.47 mol) were added and stirring was started. A solution of sodium hydroxide (59.0 g, 1.48 mol) in water (500 mL) was added to the reactor. Water (1500 mL) was added to the reactor, and the resulting slurry was heated until a complete solution was obtained. The reaction mixture was cooled to ambient temperature, and then concentrated to dryness under reduced pressure. The resulting solids were scraped from the flask and vacuum dried at 50° C. to give 401.2 g of sodium 4-[(2-hydroxybenzoyl)amino]butanoate as an off-white solid. The yield was 96.9%.

Workup

  1. customA 22 L flask was equipped with an overhead stirrer
  2. temperaturethe resulting slurry was heated until a complete solution
  3. customwas obtained
  4. concentrationconcentrated to dryness under reduced pressure
  5. customdried at 50° C.

Sources & evidence

ORD record
ord-4b10765c5dbf44e0b054e040f3fc13f5
Source dataset
uspto-grants-2008_04
Patent number
US07351741B2

Reaction notes

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