Sodium Hydroxide → HCID 15850760, compound

HRID 583667Notes

Reaction equation

HRID 583667 reaction equation
[C:1]([NH:11][CH2:12][CH2:13][O:14][CH2:15][C:16]1[CH:25]=[CH:24][C:19]([C:20]([O:22]C)=[O:21])=[CH:18][CH:17]=1)([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].[OH-].[Na+]>CO>[C:1]([NH:11][CH2:12][CH2:13][O:14][CH2:15][C:16]1[CH:25]=[CH:24][C:19]([C:20]([OH:22])=[O:21])=[CH:18][CH:17]=1)([O:3][CH2:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18928600HCID 18928600, compound

Product 1

HCID 15850760HCID 15850760, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ester 15-2 (500 mg, 1.46 mmol) and 1N NaOH (3.6 mL, 3.6 mmol) were combined in 14 mL MeOH. After 3 h the mixture was concentrated, diluted with EtOAc, and extracted with H2O. The aqueous layer was acidified with 10% KHSO4 and extracted with EtOAc, and this organic layer was washed with brine, dried (MgSO4), and concentrated, providing 15-3 as a white solid.

Workup

  1. concentrationAfter 3 h the mixture was concentrated
  2. additiondiluted with EtOAc
  3. extractionextracted with H2O
  4. extractionextracted with EtOAc
  5. washthis organic layer was washed with brine
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-8c081bbc66c14590bd4b8f9b948e25f7
Source dataset
uspto-grants-1999_07
Patent number
US05929120

Reaction notes

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