Acetic Acid → HCID 69945224, compound

HRID 376393Notes

Reaction equation

HRID 376393 reaction equation
Cl.[CH2:2]([NH:4][N:5]=[CH:6][C:7]1[CH:31]=[CH:30][C:10]([C:11]([NH:13][C:14]2[CH:15]=[CH:16][C:17]3[O:22][CH:21]([CH2:23][C:24]([O:26]CC)=[O:25])[CH2:20][CH2:19][C:18]=3[CH:29]=2)=[O:12])=[CH:9][CH:8]=1)[CH3:3].[OH-].[Na+].O.C(O)(=O)C>C(O)C>[CH2:2]([NH:4][N:5]=[CH:6][C:7]1[CH:8]=[CH:9][C:10]([C:11]([NH:13][C:14]2[CH:15]=[CH:16][C:17]3[O:22][CH:21]([CH2:23][C:24]([OH:26])=[O:25])[CH2:20][CH2:19][C:18]=3[CH:29]=2)=[O:12])=[CH:30][CH:31]=1)[CH3:3]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 69979740HCID 69979740, compound

Product 1

HCID 69945224HCID 69945224, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.8 g (1.8 mmol) of the ester from Example 71 were suspended in a mixture of 16 ml ethanol, 2 ml 2 N aqueous sodium hydroxide, and some drops of water. It was stirred overnight at room temperature, while the suspension became a solution, which was brought to pH 5 with 2 N acetic acid. The precipitate of the pure title compound was collected by filtration, washed successively with water and acetone, and dried in vacuo. Yield: 0.65 g (95%) of a yellow powder, m.p. 260-262° C.(dec.).

Workup

  1. filtrationThe precipitate of the pure title compound was collected by filtration
  2. washwashed successively with water and acetone
  3. customdried in vacuo

Sources & evidence

ORD record
ord-76597e032ee243d09b2da26702e3ae61
Source dataset
uspto-grants-2000_02
Patent number
US06020362

Reaction notes

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