Sodium Hydroxide → 11-[4-Chloro-N-(4-methoxyphenyl)-benzamido]-undecanoic acid

HRID 851657Notes

Reaction equation

HRID 851657 reaction equation
C[O:2][C:3](=[O:32])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][N:14]([C:24]1[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=1)[C:15](=[O:23])[C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=1.[OH-].[Na+]>CO>[Cl:22][C:19]1[CH:18]=[CH:17][C:16]([C:15]([N:14]([CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]([OH:32])=[O:2])[C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)=[O:23])=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 5376877711-[4-Chloro-N-(4-methoxyphenyl)-benzamido]-undecanoic acid methyl ester

Product 1

HCID 2050079311-[4-Chloro-N-(4-methoxyphenyl)-benzamido]-undecanoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in example 1(b), the reaction is carried out with 31.2 g (68 mmol) of 11-[4-chloro-N-(4-methoxyphenyl)-benzamido]-undecanoic acid methyl ester, 4.4 g (0.11 mol) of sodium hydroxide and 200 cc. of methanol. Reaction time: 15 hours, reaction temperature: 25° C. The crude product is further purified chromatographically on silicic acid gel using chloroform as eluant.

Workup

  1. customReaction time
  2. custom15 hours, reaction temperature
  3. custom25° C
  4. customThe crude product is further purified chromatographically on silicic acid gel

Sources & evidence

ORD record
ord-c818c09ffdef4549a5730130134b1351
Source dataset
uspto-grants-1983_05
Patent number
US04386031

Reaction notes

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