Ethanol → HCID 69945679, compound

HRID 376390Notes

Reaction equation

HRID 376390 reaction equation
Cl.[CH3:2][NH:3][N:4]=[CH:5][C:6]1[CH:30]=[CH:29][C:9]([C:10]([NH:12][C:13]2[CH:14]=[CH:15][C:16]3[O:21][CH:20]([CH2:22][C:23]([O:25]CC)=[O:24])[CH2:19][CH2:18][C:17]=3[CH:28]=2)=[O:11])=[CH:8][CH:7]=1.C(O)C.[OH-].[Na+]>O.C(O)(=O)C>[CH3:2][NH:3][N:4]=[CH:5][C:6]1[CH:7]=[CH:8][C:9]([C:10]([NH:12][C:13]2[CH:14]=[CH:15][C:16]3[O:21][CH:20]([CH2:22][C:23]([OH:25])=[O:24])[CH2:19][CH2:18][C:17]=3[CH:28]=2)=[O:11])=[CH:29][CH:30]=1

Participants

6

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 69944855HCID 69944855, compound

Product 1

HCID 69945679HCID 69945679, compound

Reagents, catalysts & solvents 2

HCID 962WaterCatalystHCID 176Acetic AcidSolvent

Procedure

To 207 mg (0.48 mmol) of the ester from Example 57 were given 4 ml ethanol, 0.5 ml 2 N aqueous sodium hydroxide, and three drops of water, and the mixture was stirred overnight at room temperature. A precipitate was formed. It was brought to pH 5 with 2 N acetic acid, and the title compound was filtered with suction, washed with water and with ethanol, successively, and dried in vacuo. Yield: 0.12 g (68%) of a pale yellow powder, m.p. 275-276° C. (dec.).

Workup

  1. customA precipitate was formed
  2. filtrationthe title compound was filtered with suction
  3. washwashed with water and with ethanol
  4. customsuccessively, and dried in vacuo

Sources & evidence

ORD record
ord-414cfb31c4884af0a5e38232e46af123
Source dataset
uspto-grants-2000_02
Patent number
US06020362

Reaction notes

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