Acetic Acid → HCID 13773301, compound

HRID 1651461Notes

Reaction equation

HRID 1651461 reaction equation
[OH-].[K+].C([S:6][CH2:7][CH2:8][C:9]([N:11]1[N:15]=[C:14]([C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=2)[S:13][CH:12]1[C:26]([O:28]CC1C=CC=CC=1)=[O:27])=[O:10])(=O)C.C(O)(=O)C>CO.O>[SH:6][CH2:7][CH2:8][C:9]([N:11]1[N:15]=[C:14]([C:16]2[CH:17]=[CH:18][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:20][CH:21]=2)[S:13][CH:12]1[C:26]([OH:28])=[O:27])=[O:10]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 13773300HCID 13773300, compound

Product 1

HCID 13773301HCID 13773301, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

Potassium hydroxide in methanol (1M, 4.9 ml) was added to a solution of the product from step c) (0.81 g) in methanol (10 ml) and water (5 ml). The mixture was stirred under an atmosphere of nitrogen for 2 hours. Glacial acetic acid was added and the solvent was removed under reduced pressure The product was purified by flash chromatography using 1% acetic acid/99% ethyl acetate as eluent to yield the title compound (0.23 g) as a fawn solid. mp softens 93°-75°.

Workup

  1. customthe solvent was removed under reduced pressure The product
  2. customwas purified by flash chromatography

Sources & evidence

ORD record
ord-fb9a77c93360481db94c14db46e16852
Source dataset
uspto-grants-1990_05
Patent number
US04927822

Reaction notes

Loading…