Sodium Hydroxide → HCID 69946613, compound

HRID 376396Notes

Reaction equation

HRID 376396 reaction equation
Cl.[NH2:2][N:3]=[CH:4][C:5]1[CH:31]=[CH:30][C:8]([C:9]([NH:11][C:12]2[CH:13]=[CH:14][C:15]3[O:20][CH:19]([CH2:21][C:22]([O:24]CC)=[O:23])[CH2:18][C:17]([CH3:28])([CH3:27])[C:16]=3[CH:29]=2)=[O:10])=[CH:7][CH:6]=1.[OH-].[Na+]>C(O)C>[NH2:2][N:3]=[CH:4][C:5]1[CH:31]=[CH:30][C:8]([C:9]([NH:11][C:12]2[CH:13]=[CH:14][C:15]3[O:20][CH:19]([CH2:21][C:22]([OH:24])=[O:23])[CH2:18][C:17]([CH3:28])([CH3:27])[C:16]=3[CH:29]=2)=[O:10])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 69946553HCID 69946553, compound

Product 1

HCID 69946613HCID 69946613, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.3 g (0.67 mmol) of the ester from Example 79 were suspended in 10 ml ethanol followed by addition of 1 ml aqueous 2 N sodium hydroxide. It was stirred at room temperature for 4 hours. The mixture was filtered, the filtrate concentrated to dryness under reduced pressure, and the residue was dissolved in water. It was then neutralized with diluted acetic acid, and the precipitate of the compound (336) was filtered with suction, washed thoroughly with water, and dried in vacuo at 50° C. Yield: 0.2 g (78%) of a yellow crystalline solid, m.p. 248-250° C.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate concentrated to dryness under reduced pressure
  3. dissolutionthe residue was dissolved in water
  4. filtrationthe precipitate of the compound (336) was filtered with suction
  5. washwashed thoroughly with water
  6. customdried in vacuo at 50° C

Sources & evidence

ORD record
ord-e8aa36c9c29447e48a24cf5429f240fd
Source dataset
uspto-grants-2000_02
Patent number
US06020362

Reaction notes

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