Hydrochloric Acid → HCID 58965325, compound

HRID 1601637Notes

Reaction equation

[OH-].[K+].[C:3]([C:7]1[CH:39]=[CH:38][C:10]2=[N:11][N:12]([C:14]3[CH:19]=[C:18]([C:20]([CH2:23][C:24]([CH3:27])([CH3:26])[CH3:25])([CH3:22])[CH3:21])[CH:17]=[C:16]([C:28]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)([CH3:30])[CH3:29])[C:15]=3[OH:37])[N:13]=[C:9]2[CH:8]=1)([O:5]C)=[O:4].Cl.CCOCC>CO.C(OCC)(=O)C>[C:3]([C:7]1[CH:39]=[CH:38][C:10]2=[N:11][N:12]([C:14]3[CH:19]=[C:18]([C:20]([CH2:23][C:24]([CH3:27])([CH3:26])[CH3:25])([CH3:21])[CH3:22])[CH:17]=[C:16]([C:28]([C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=4)([CH3:29])[CH3:30])[C:15]=3[OH:37])[N:13]=[C:9]2[CH:8]=1)([OH:5])=[O:4]

Participants

Conditions

Temperature: 40 °C

Procedure

To a 250 mL 3-necked flask equipped with a mechanical stirrer, thermometer, condenser and nitrogen inlet is added 1.8 g of potassium hydroxide and 40 mL of methanol. The mixture is warmed to 40° C. to dissolve the potassium hydroxide. To this solution is added 2.7 g of 5-carbomethoxy-2-(2-hydroxy-3-α-cumyl-5-tert-octylphenyl)-2H-benzotriazole, prepared in Example 36, in 40 mL of methanol. The reaction mixture is refluxed for six hours. The mixture is then cooled and acidified with hydrochloric acid. Ether and ethyl acetate are added, and the organic layer is separated and dried over anhydrous sodium sulfate. After vacuum stripping of the solvent, 2.5 g of 5-carboxy-2-(2-hydroxy-3-α-cumyl-5-tert-octylphenyl)-2H-benzotriazole is isolated.

Workup

customTo a 250 mL 3-necked flask equipped with a mechanical stirrer
temperatureThe reaction mixture is refluxed for six hours
temperatureThe mixture is then cooled
customthe organic layer is separated
dry with materialdried over anhydrous sodium sulfate

Sources & evidence

ORD record: ord-ec8d1380ffb049af910397619fd6afff
Source dataset: uspto-grants-1999_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05977219

Reaction notes

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