Ethanol → HCID 53693148, compound

HRID 376395Notes

Reaction equation

HRID 376395 reaction equation
FC(F)(F)C(O)=O.[NH:8]1[CH2:13][CH2:12][CH:11]([CH:14]=[CH:15][C:16]([NH:18][C:19]2[CH:20]=[CH:21][C:22]3[O:27][CH:26]([CH2:28][C:29]([O:31]CC)=[O:30])[CH2:25][CH2:24][C:23]=3[CH:34]=2)=[O:17])[CH2:10][CH2:9]1.C(O)C.[OH-].[Na+]>C(O)(=O)C>[NH:8]1[CH2:9][CH2:10][CH:11]([CH:14]=[CH:15][C:16]([NH:18][C:19]2[CH:20]=[CH:21][C:22]3[O:27][CH:26]([CH2:28][C:29]([OH:31])=[O:30])[CH2:25][CH2:24][C:23]=3[CH:34]=2)=[O:17])[CH2:12][CH2:13]1

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 69945510HCID 69945510, compound

Product 1

HCID 53693148HCID 53693148, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

0.1 g (0.2 mmol) of the ester from Example 77 were stirred overnight at room temperature in a mixture 2.5 ml ethanol and 0.35 ml 2 N aqueous sodium hydroxide solution. The reaction mixture was cooled with ice and brought to pH 5.5 with 2 N acetic acid. The precipitate of the title acid was filtered with suction, washed with a small amount of cold water, and dried at 50° C. in vacuo. Yield: 42 mg (59%) of beige crystals, m.p. 175-178° C.

Workup

  1. temperatureThe reaction mixture was cooled with ice
  2. filtrationThe precipitate of the title acid was filtered with suction
  3. washwashed with a small amount of cold water
  4. customdried at 50° C. in vacuo

Sources & evidence

ORD record
ord-2bf0bb9795b345a7aaddf1bde82e16c6
Source dataset
uspto-grants-2000_02
Patent number
US06020362

Reaction notes

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