Sodium Hydroxide → HCID 69292867, compound

HRID 2116837Notes

Reaction equation

HRID 2116837 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([C:16](=NO)[CH2:17][O:18][C:19]2[CH:28]=[CH:27][C:22]([C:23]([O:25][CH3:26])=[O:24])=[CH:21][CH:20]=2)[CH:8]=[CH:9][C:10]=1[N:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1)([CH3:4])([CH3:3])[CH3:2].[OH-:31].[Na+]>>[C:1]([C:5]1[CH:6]=[C:7]([C:16](=[O:31])[CH2:17][O:18][C:19]2[CH:28]=[CH:27][C:22]([C:23]([O:25][CH3:26])=[O:24])=[CH:21][CH:20]=2)[CH:8]=[CH:9][C:10]=1[N:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 86609834HCID 86609834, compound

Product 1

HCID 69292867HCID 69292867, compound

Procedure

In a manner similar to that of Example 1.h, by reaction of 210 mg (0.5 mmol) of methyl 4-[2-(3-tert-butyl-4-pyrrolidin-1-ylphenyl)-2-hydroxyiminoethoxy]benzoate with 100 mg (2.5 mmol) of sodium hydroxide. A white solid is obtained after recrystallization (m.p.=235° C., m=44 mg, yield=22%); (1H NMR (DMSO): 1.35 (s, 9H); 1.86 (s, 4H); 2.89 (s, 4H); 5.29 (s, 2H); 7.04-7.06 (d, J=7.65 Hz, 2H); 7.40-7.42 (d, J=7.4 Hz, 1H); 7.49-7.51 (d, J=7.4 Hz, 1H); 7.65 (s, 1H); 7.86-7.88 (d, J=7.4 Hz, 2H); 11.9 (s, 1H); 12.6 (s, 1H)).

Workup

  1. customA white solid is obtained
  2. customafter recrystallization (m.p.=235° C., m=44 mg, yield=22%)

Sources & evidence

ORD record
ord-261d93fbd4fe48d99ad54baf3f65b595
Source dataset
uspto-grants-2008_10
Patent number
US07439396B2

Reaction notes

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