Sodium Hydroxide → 8-[4-Chloro-N-(4-methoxyphenyl)-benzamido]-caprylic acid

HRID 851653Notes

Reaction equation

HRID 851653 reaction equation
C[O:2][C:3](=[O:29])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=1)[C:12](=[O:20])[C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=1.[OH-].[Na+]>CO>[Cl:19][C:16]1[CH:15]=[CH:14][C:13]([C:12]([N:11]([CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]([OH:29])=[O:2])[C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=2)=[O:20])=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 538084338-[4-Chloro-N-(4-methoxyphenyl)-benzamido]-caprylic acid methyl ester

Product 1

HCID 205007958-[4-Chloro-N-(4-methoxyphenyl)-benzamido]-caprylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in example 1(b), the reaction is carried out with 125 g (0.3 mol) of 8-[4-chloro-N-(4-methoxyphenyl)-benzamido]-caprylic acid methyl ester, 500 cc. of methanol and 12 g (0.3 mol) of sodium hydroxide. Reaction time: 2 days, reaction temperature: 25° C. 40 g of the crude product (96.3 g) are purified chromatographically on silicic acid using a mixture of chloroform and methanol (99:1) as eluant.

Workup

  1. customReaction time
  2. custom2 days, reaction temperature
  3. custom25° C
  4. custom40 g of the crude product (96.3 g) are purified chromatographically on silicic acid using
  5. additiona mixture of chloroform and methanol (99:1) as eluant

Sources & evidence

ORD record
ord-ce0c5a89ee924a1fa0a03abf79f6995f
Source dataset
uspto-grants-1983_05
Patent number
US04386031

Reaction notes

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