HCID 10458455, compound → Octanoic Acid

HRID 465539Notes

Reaction equation

HRID 465539 reaction equation
ClC1C=CC(S(N[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH:17](CCCCC2C=NC=CC=2)[CH2:18][C:19]([O:21]CC)=[O:20])(=O)=O)=CC=1>CO.[OH-].[Na+]>[C:19]([OH:21])(=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH3:12]

Participants

4

Reactant 1

HCID 10458455HCID 10458455, compound

Product 1

HCID 379Octanoic Acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 0.7 g of ethyl 8-(p-chlorophenylsulfonamido)-3-[4-(3-pyridyl)-butyl]-octanoate, (example 14) in a mixture of 50 ml of methanol and 100 ml of 1N aqueous NaOH is stirred at room temperature for 18 h. The reaction mixture is then concentrated to remove the methanol. The product is neutralized with dilute aqueous hydrochloric acid, and the aqueous solution is 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 (m,2H).

Workup

  1. concentrationThe reaction mixture is then concentrated
  2. customto remove the methanol
  3. extractionthe aqueous solution is 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-25ab47e1ebfb43c5bd0de9f001bd36e7
Source dataset
uspto-grants-1992_10
Patent number
US05153214

Reaction notes

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