Water → HCID 817992, compound

HRID 1167607Notes

Reaction equation

HRID 1167607 reaction equation
[NH2:1][C:2]1(O)[CH:7]=[CH:6]C(OC)=C[CH2:3]1.[C:11]([O:14][C:15](=O)[CH3:16])(=O)C.[C:18]([O-])(=[O:20])[CH3:19].[Na+].[OH2:23]>Cl>[OH:23][C:7]1[CH:6]=[CH:16][C:15]([O:14][CH3:11])=[CH:3][C:2]=1[NH:1][C:18](=[O:20])[CH3:19]

Participants

6

Reactant 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 22993362HCID 22993362, compound

Product 1

HCID 817992HCID 817992, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The compound obtained in Step A (1 g; 7.19 mmol) is dissolved in 16 ml of water with the aid of concentrated hydrochloric acid (0.58 ml). Acetic anhydride (1.2 eq.; 8.62 mmol; 813 μl) is added to the red solution obtained. The mixture is homogenised and poured into 5 ml of a sodium acetate solution (1.7 eq.; 12.22 mmol; 1.075 g). After stirring the mixture for 15 minutes, the precipitate is filtered off using a Büchner funnel and then rinsed with water. The solid is subsequently dissolved in ethyl acetate and then dried over MgSO4. After filtration, the solvent is removed under reduced pressure to yield the title product in the form of a red solid.

Workup

  1. customobtained
  2. stirringAfter stirring the mixture for 15 minutes
  3. filtrationthe precipitate is filtered off
  4. washrinsed with water
  5. dissolutionThe solid is subsequently dissolved in ethyl acetate
  6. dry with materialdried over MgSO4
  7. filtrationAfter filtration
  8. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-80f757633f4140a28c8f8c39ee725a2d
Source dataset
uspto-grants-2003_09
Patent number
US06620809B2

Reaction notes

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