Water → HCID 14014991, compound

HRID 1608062Notes

Reaction equation

HRID 1608062 reaction equation
[C:1]1([S:7]([NH:10][CH:11]2[CH2:20][C:19]3[C:18]([O:21][CH2:22][C:23]([O:25]CC)=[O:24])=[CH:17][CH:16]=[CH:15][C:14]=3[CH2:13][CH2:12]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+].O>C(O)C>[C:1]1([S:7]([NH:10][CH:11]2[CH2:20][C:19]3[C:18]([O:21][CH2:22][C:23]([OH:25])=[O:24])=[CH:17][CH:16]=[CH:15][C:14]=3[CH2:13][CH2:12]2)(=[O:8])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 14014990HCID 14014990, compound

Product 1

HCID 14014991HCID 14014991, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.89 g (10 mmol) of ethyl 7-benzenesulphonylamino-5,6,7,8-tetrahydronaphth-1-yl-oxyacetate and 840 mg (15 mmol) of KOH are stirred in 50 ml of C2H5OH and 20 ml of H2O at room temperature for 20 hours. The solvent is stripped off, the residue is partitioned between H2O and CH2Cl2, the mixture is brought to pH 4.5 with 10% strength HCl and extracted twice with CH2Cl2, the organic phases are dried over MgSO4 and concentrated in vacuo, the residue is triturated with ether and the crystals are filtered off with suction and dried.

Workup

  1. customthe residue is partitioned between H2O and CH2Cl2
  2. extractionextracted twice with CH2Cl2
  3. dry with materialthe organic phases are dried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customthe residue is triturated with ether
  6. filtrationthe crystals are filtered off with suction
  7. customdried

Sources & evidence

ORD record
ord-b00ca59bbb7342bb931845b1543920bc
Source dataset
uspto-grants-1989_09
Patent number
US04868331

Reaction notes

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