HCID 10458455, compound → HCID 10073256, compound

HRID 1494082Notes

Reaction equation

HRID 1494082 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH:17]([CH2:24][CH2:25][CH2:26][CH2:27][C:28]2[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=2)[CH2:18][C:19]([O:21]CC)=[O:20])(=[O:10])=[O:9])=[CH:4][CH:3]=1>CO.[OH-].[Na+]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH:17]([CH2:24][CH2:25][CH2:26][CH2:27][C:28]2[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=2)[CH2:18][C:19]([OH:21])=[O:20])(=[O:9])=[O:10])=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 10458455HCID 10458455, compound

Product 1

HCID 10073256HCID 10073256, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 0.7 g of ethyl 8-(p-chlorophenyl- sulfonamido)-3-[4-(3-pyridyl)-butyl]-octanoate, in a mixture of 50 mL of methanol and 100 mL of 1N aqueous NaOH is stirred at room temperature for 18 hours. The reaction mixture is then concentrated to remove the methanol. The product is neutralized with dilute aqueous hydrochloric acid, and the aqueous solution extracted with ethyl acetate. The ethyl acetate extract is dried over magnesium sulfate, filtered and concentrated to give 8-(p-chlorophenylsulfonamido)-3-[4-(3-pyridyl)-butyl]-octanoic acid, NMR (CDCl3): delta 7.77 (d,2H), 7.43 (d,2H), 2.9 (t,2H), 2.6 (t,2H).

Workup

  1. concentrationThe reaction mixture is then concentrated
  2. customto remove the methanol
  3. extractionthe aqueous solution extracted with ethyl acetate
  4. extractionThe ethyl acetate extract
  5. dry with materialis dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-bdd60933c0bf470ba444ce98dd954a3a
Source dataset
uspto-grants-1991_06
Patent number
US05025025

Reaction notes

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