Acetic Acid → HCID 13773295, compound

HRID 1651457Notes

Reaction equation

HRID 1651457 reaction equation
[OH-].[K+].C([S:6][CH2:7][CH2:8][C:9]([N:11]1[CH:16]([C:17]([O:19]CC2C=CC=CC=2)=[O:18])[CH2:15][S:14][C:13]([CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)=[N:12]1)=[O:10])(=O)C.C(O)(=O)C>CO.O>[CH:27]1([C:13]2[S:14][CH2:15][CH:16]([C:17]([OH:19])=[O:18])[N:11]([C:9](=[O:10])[CH2:8][CH2:7][SH:6])[N:12]=2)[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 13773294HCID 13773294, compound

Product 1

HCID 13773295HCID 13773295, compoundYield 39.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

1M Potassium hydroxide solution in methanol (5.83 ml) was added to a solution of the product of step (b) (0.87 g) in methanol (10 ml) and water (5 ml). The mixture was stirred under an atmosphere of nitrogen for 2 hours. Acetic acid was added and the solvent evaporated under reduced pressure. The mixture was purified by flash chromatography using 1% acetic acid/ethyl acetate as eluent to yield the title compound (0.24 g) as a white solid. mp 95°-97°.

Workup

  1. customthe solvent evaporated under reduced pressure
  2. customThe mixture was purified by flash chromatography

Sources & evidence

ORD record
ord-14a02184546141d4b5ee52be52188f37
Source dataset
uspto-grants-1990_05
Patent number
US04927822

Reaction notes

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