Sodium Hydroxide → 2-[3,5-bis-(Carboxy)-benzoyl]-6-[(1E)-(3RS)-3-hydroxy-1-undecenyl]-pyridine

HRID 977581Notes

Reaction equation

HRID 977581 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[C:7]([CH:28]=[C:29]([C:31]([O:33]C)=[O:32])[CH:30]=1)[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12](/[CH:16]=[CH:17]/[CH:18]([OH:27])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[N:11]=1)=[O:9])=[O:4].[OH-].[Na+]>CO>[C:3]([C:5]1[CH:6]=[C:7]([CH:28]=[C:29]([C:31]([OH:33])=[O:32])[CH:30]=1)[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12](/[CH:16]=[CH:17]/[CH:18]([OH:27])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[N:11]=1)=[O:9])([OH:4])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 156617452-[3,5-bis-(Methoxycarbonyl)-benzoyl]-6-[(1E)-(3RS)-3-hydroxy-1-undecenyl]-pyridine

Product 1

HCID 156617472-[3,5-bis-(Carboxy)-benzoyl]-6-[(1E)-(3RS)-3-hydroxy-1-undecenyl]-pyridineYield 31.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Under the conditions of example 2, 20 mg of 2-[3,5-bis-(methoxycarbonyl)-benzoyl]-6-[(1E)-(3RS)-3-hydroxy-1-undecenyl]-pyridine in 2 ml of methanol is saponified with 2 ml of 1 n sodium hydroxide solution and worked up. 6 mg of the title compound is obtained as colorless oil.

Sources & evidence

ORD record
ord-ed6d1b8e6e4841678f375b5adc513d62
Source dataset
uspto-grants-1997_03
Patent number
US05614634

Reaction notes

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