Sodium Hydroxide → HCID 88404262, compound

HRID 2225855Notes

Reaction equation

HRID 2225855 reaction equation
C[O:2][C:3](=[O:34])/[C:4](=[N:31]\[O:32][CH3:33])/[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][O:14][C:15]2[C:20]([CH3:21])=[CH:19][CH:18]=[CH:17][C:16]=2[CH2:22][O:23][C:24](=[O:30])[C:25]([CH3:29])([CH3:28])[CH2:26][CH3:27])=[CH:7][CH:6]=1.[OH-].[Na+]>CO>[CH3:28][C:25]([CH3:29])([CH2:26][CH3:27])[C:24](=[O:30])[O:23][CH2:22][C:16]1[CH:17]=[CH:18][CH:19]=[C:20]([CH3:21])[C:15]=1[O:14][CH2:13][CH2:12][O:11][C:8]1[CH:7]=[CH:6][C:5](/[C:4](=[N:31]/[O:32][CH3:33])/[C:3]([OH:34])=[O:2])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 88404181HCID 88404181, compound

Product 1

HCID 88404262HCID 88404262, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As in Example 19, (Z)-4-[2-[2-[(2,2-dimethyl-1-oxobutoxy)methyl]-6-methylphenyloxy]ethoxy]-alpha-methoxyiminobenzeneacetic acid methyl ester (0.231 g) in methanol (5 mL) was treated with 1N sodium hydroxide (0.54 mL) and the mixture was stirred overnight at room temperature. The usual work up gave 0.188 g of an oil which was purified by flash chromatography over silica gel (formic acid-diethyl ether 1:49) to yield 0.07 g of recovered starting ester along with 0.055 g of (Z)-4-[2-[2-[(2,2-dimethyl-1 -oxobutoxy)methyl]-6-methylphenyloxy]ethoxy]-alpha-methoxyiminobenzene acetic acid as an oil.

Workup

  1. customThe usual work up gave 0.188 g of an oil which was purified by flash chromatography over silica gel (formic acid-diethyl ether 1:49)
  2. customto yield 0.07 g
  3. customof recovered

Sources & evidence

ORD record
ord-05a4dd123c934e249dfcae81a4a57988
Source dataset
uspto-grants-1994_09
Patent number
US05344843

Reaction notes

Loading…