Hydrochloric Acid → HCID 58965325, compound

HRID 990202Notes

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-d71d7b3556334a7d925940d1bd5a6759
Source dataset: uspto-grants-2002_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06458872B1

Reaction notes

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