Sodium Hydroxide → HCID 18617198, compound

HRID 1977365Notes

Reaction equation

HRID 1977365 reaction equation
C[O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10](=[O:21])[NH:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([Cl:20])[CH:14]=2)[CH:5]=1.[OH-].[Na+]>CO>[Cl:20][C:15]1[CH:14]=[C:13]([CH:18]=[CH:17][C:16]=1[Cl:19])[CH2:12][NH:11][C:10]([C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=1)[C:3]([OH:22])=[O:2])=[O:21]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22986175HCID 22986175, compound

Product 1

HCID 18617198HCID 18617198, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A stirred solution of (18(b)) (3.85 g, 11.4 mmol) in MeOH (100 mL) at room temperature under argon was treated with 2N NaOH (12 mL, 24 mmol). The reaction mixture was allowed to stir at room temperature for 4 h, concentrated to 1/5 volume and acidified to pH4 with 2N HCl. The resulting precipitate was then collected by filtration, washed with water (2×25 mL) and dried under high vacuum to yield 3-(3,4-dichlorobenzyl-carbamoyl)-benzoic acid (18(c)) as a white powder: 2.9 g (79%).

Workup

  1. concentrationconcentrated to 1/5 volume
  2. filtrationThe resulting precipitate was then collected by filtration
  3. washwashed with water (2×25 mL)
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-19ddfe695b4c414b901e5c6897af1fd6
Source dataset
uspto-grants-2001_05
Patent number
US06232338B1

Reaction notes

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