Toluene → HCID 57493885, compound

HRID 2280594Notes

Reaction equation

HRID 2280594 reaction equation
[C:1]([C:5]1[C:6]([OH:18])=[C:7]([CH:12]=[C:13]([N+:15]([O-])=O)[CH:14]=1)[C:8]([O:10][CH3:11])=[O:9])([CH3:4])([CH3:3])[CH3:2].[C:19]([OH:23])(=[O:22])[CH:20]=[CH2:21].[C:24]1(C)C=CC=CC=1>>[C:1]([C:5]1[CH:14]=[C:13]([NH:15][CH2:21][CH2:20][C:19]([OH:23])=[O:22])[CH:12]=[C:7]([C:8]([O:10][CH3:11])=[O:9])[C:6]=1[O:18][CH3:24])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 1140TolueneHCID 6581Acrylic Acid2×HCID 11097093HCID 11097093, compound

Product 1

HCID 57493885HCID 57493885, compound

Procedure

The product from Example 5, Part C (16.44 g, 69.3 mmol) was dissolved in toluene (200 mL). This mixture was heated to reflux and acrylic acid added over time (1 mL of acrylic acid added every 3 h, 5.23 mL total, 76.2 mmol). The mixture was then refluxed for 24 h. The mixture was then cooled and concentrated under vacuum to dryness to yield an oil as the crude title compound that was used directly in the next reaction.

Workup

  1. temperatureThis mixture was heated
  2. temperatureto reflux
  3. additionadded every 3 h
  4. temperatureThe mixture was then refluxed for 24 h
  5. temperatureThe mixture was then cooled
  6. concentrationconcentrated under vacuum to dryness

Sources & evidence

ORD record
ord-2d247acb6cd94b73a629a2ce169d65c8
Source dataset
uspto-grants-2015_09
Patent number
US09139536B2

Reaction notes

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