Hydrochloric Acid → HCID 136365307, compound

HRID 2395254Notes

Reaction equation

HRID 2395254 reaction equation
[OH:1][C:2]1(C(C)(C)C)[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[C:11]([CH2:13][NH:14][C:15](C3C=NOC=3C)=[O:16])[O:10][N:9]=2)=[CH:4][CH:3]1[C:23]([CH3:26])([CH3:25])[CH3:24].[OH-:31].[Na+].Cl>O1CCCC1>[OH:1][C:2]1[C:7]([C:23]([CH3:26])([CH3:25])[CH3:24])=[CH:6][C:5]([C:8]2[CH:12]=[C:11]([CH2:13][NH:14][C:15]([CH2:6][C:5]([C:8]#[N:9])=[C:4]([OH:31])[CH3:3])=[O:16])[O:10][N:9]=2)=[CH:4][C:3]=1[C:23]([CH3:26])([CH3:25])[CH3:24]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86753177HCID 86753177, compound

Product 1

HCID 136365307HCID 136365307, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4.0 g (0.01 mol) of the product from Example 52 were dissolved in 50 ml of absolute tetrahydrofuran, and 20 ml of 1N NaOH were added while cooling with ice; once the reaction was complete (monitoring by TLC), the mixture was acidified with 22 ml of 1N HCl and extracted with dichloromethane; this was followed by washing, drying and concentration. The remaining residue was crystallized from tert-butyl methyl ether/petroleum ether. Yield: 3.3 g.

Workup

  1. temperaturewhile cooling with ice
  2. extractionextracted with dichloromethane
  3. washby washing
  4. customdrying
  5. concentrationconcentration
  6. customThe remaining residue was crystallized from tert-butyl methyl ether/petroleum ether

Sources & evidence

ORD record
ord-16aeb341b8054468a1cc9f2e669eadc6
Source dataset
uspto-grants-1998_09
Patent number
US05814627

Reaction notes

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