Acetic Acid → HCID 59586742, compound

HRID 218516Notes

Reaction equation

HRID 218516 reaction equation
[F:1][C:2]1[C:7]([CH:8]([OH:11])[CH2:9][CH3:10])=[CH:6][CH:5]=[CH:4][N:3]=1.S(=O)(=O)(O)O.[OH-].[Na+].[C:19](O)(=[O:21])[CH3:20]>>[C:19]([O:11][CH:8]([C:7]1[C:2]([F:1])=[N:3][CH:4]=[CH:5][CH:6]=1)[CH2:9][CH3:10])(=[O:21])[CH3:20]

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 595867221055306-54-1

Product 1

HCID 59586742HCID 59586742, compound

Conditions

Temperature
130 °C

Procedure

2.75 g (17.7 mmol) of the product from example 48A are dissolved in 12 ml of glacial acetic acid and admixed with 4 ml of concentrated sulfuric acid. The mixture is heated to 130° C. for 30 min and, after cooling, stirred into ice-water. A pH of 8 is established with sodium hydroxide solution, and then extraction is effected with dichloromethane. The combined organic phases are dried over sodium sulfate and concentrated cautiously. This affords 3.30 g (94% of theory) of the title compound, which is converted further without purification.

Workup

  1. temperatureafter cooling
  2. extractionextraction
  3. dry with materialThe combined organic phases are dried over sodium sulfate
  4. concentrationconcentrated cautiously
  5. customThis affords 3.30 g (94% of theory) of the title compound, which is converted further without purification

Sources & evidence

ORD record
ord-6843322b8014429680fa5a07fc455713
Source dataset
uspto-grants-2012_06
Patent number
US08198267B2

Reaction notes

Loading…