Hydrochloric Acid → HCID 86749073, compound

HRID 2211020Notes

Reaction equation

HRID 2211020 reaction equation
[CH2:1]([S:8][C:9]([CH:12]1[N:17]([CH2:18][C:19]([O:21]CC)=[O:20])[C:15](=[O:16])[CH:14]([CH2:24][S:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:13]1)([CH3:11])[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+].Cl>CO>[CH2:1]([S:8][C:9]([C@H:12]1[N:17]([CH2:18][C:19]([OH:21])=[O:20])[C:15](=[O:16])[C@@H:14]([CH2:24][S:25][CH2:26][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH2:13]1)([CH3:10])[CH3:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 86749074HCID 86749074, compound

Product 1

HCID 86749073HCID 86749073, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4-(1-benzylthio-1-methylethyl)-2-benzylthiomethyl-N-ethoxycarbonylmethyl-4-butanelactam (compound No.14-3, 1.50 g) in methanol (20 ml), 2N--KOH (6.4 ml) was added and the mixture was stirred for 1.5 hours at room temperature. The mixture was acidified with dilute hydrochloric acid and concentrated in vacuo. A product was extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuo to give 0.94 g (67%) of the titled compound.

Workup

  1. concentrationconcentrated in vacuo
  2. extractionA product was extracted with ethyl acetate
  3. washThe organic layer was washed with water and saturated sodium chloride solution
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d74c6682b5204d93a247c03e59a99c7e
Source dataset
uspto-grants-1995_10
Patent number
US05461158

Reaction notes

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