Sodium Hydroxide → HCID 69410961, compound

HRID 395578Notes

Reaction equation

HRID 395578 reaction equation
C[O:2][C:3]([C:5]1[CH:19]=[CH:18][C:8]2[O:9][CH:10]=[C:11]([CH2:12][CH2:13][NH:14][C:15](=[O:17])[CH3:16])[C:7]=2[CH:6]=1)=[O:4].[OH-].[Na+]>CO>[C:15]([NH:14][CH2:13][CH2:12][C:11]1[C:7]2[CH:6]=[C:5]([C:3]([OH:4])=[O:2])[CH:19]=[CH:18][C:8]=2[O:9][CH:10]=1)(=[O:17])[CH3:16]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18175044HCID 18175044, compound

Product 1

HCID 69410961HCID 69410961, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the ester obtained in Example 62 (2 mmol), dissolved in methanol (90 ml), there is added aqueous 30% sodium hydroxide solution (30 ml), and the mixture is stirred overnight. After evaporating off the methanol, the temperature of the reaction mixture is lowered with the aid of an ice bath and the mixture is acidified with hydrochloric acid solution (6N). The aqueous phase is extracted with ethyl acetate, and the organic phase is dried over magnesium sulphate and then evaporated to dryness. The residue obtained is recrystallised.

Workup

  1. customAfter evaporating off the methanol
  2. customthe temperature of the reaction mixture is lowered with the aid of an ice bath
  3. extractionThe aqueous phase is extracted with ethyl acetate
  4. dry with materialthe organic phase is dried over magnesium sulphate
  5. customevaporated to dryness
  6. customThe residue obtained
  7. customis recrystallised

Sources & evidence

ORD record
ord-c629dfd5a87e47d79fd38f7a9f02048b
Source dataset
uspto-grants-2003_08
Patent number
US06605632B1

Reaction notes

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