Sodium Hydroxide → HCID 18956514, compound

HRID 1591339Notes

Reaction equation

HRID 1591339 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:30])([CH:16]([C:18]1[CH:23]=[CH:22][N:21]=[C:20]([NH:24]C(OCC)=O)[CH:19]=1)[CH3:17])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1.[OH-].[Na+]>C(O)C.CCOCC>[NH2:24][C:20]1[CH:19]=[C:18]([CH:16]([CH3:17])[C:9]([C:3]2[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=2[F:1])([OH:30])[CH2:10][N:11]2[CH:15]=[N:14][CH:13]=[N:12]2)[CH:23]=[CH:22][N:21]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 18956516HCID 18956516, compound

Product 1

HCID 18956514HCID 18956514, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of the product of Example 19 (0.30 g) in ethanol (30 ml) containing 40% sodium hydroxide solution (2.0 ml) was heated under reflux for 2 hours and then evaporated. Water was added to the residue and the mixture was extracted several times with ethyl acetate. The combined organic extracts were dried (MgSO4) and evaporated to give a gum. The gum was dissolved in ether and the title compound, (0.45 g), crystallised on standing, m.p. 182°-185°.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. customevaporated
  4. additionWater was added to the residue
  5. extractionthe mixture was extracted several times with ethyl acetate
  6. dry with materialThe combined organic extracts were dried (MgSO4)
  7. customevaporated
  8. customto give a gum
  9. customthe title compound, (0.45 g), crystallised

Sources & evidence

ORD record
ord-34e38924a1a04fd0ac4be511105db27e
Source dataset
uspto-grants-1993_04
Patent number
US05206364

Reaction notes

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