Hydrochloric Acid → HCID 21527344, compound

HRID 1659183Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH3:22])[C:16](=[O:17])[C:15]3[C:10](=[CH:11][C:12]([OH:20])=[C:13]([Cl:19])[C:14]=3[Cl:18])[C:9]2=[O:21])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].C([O:31][C:32](=[O:35])[CH2:33]Br)C.[OH-].[Na+].Cl>CN(C)C=O.O>[O:21]=[C:9]1[C:10]2[C:15](=[C:14]([Cl:18])[C:13]([Cl:19])=[C:12]([O:20][CH2:33][C:32]([OH:35])=[O:31])[CH:11]=2)[C:16](=[O:17])[C:8]1([C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)[CH3:22]

Participants

Conditions

Temperature: 80 °C

Procedure

A stirred mixture of 2-(p-chlorophenyl)-2-methyl-4,5-dichloro-6-hydroxyindan-1,3-dione (3.06 g., 0.00863 mole), potassium carbonate (2.26 g., 0.0163 mole) and ethylbromoacetate (2.72 g., 0.0163 mole) in dimethylformamide (50 ml.) is warmed at 55°-60°C. for two hours, then treated with water (50 ml.)-10N sodium hydroxide solution (2.5 ml., 0.025 mole) and heated at 80°C. for 1 hour. The reaction mixture is added slowly to water (500 ml.)-12N hydrochloric acid (10 ml.) to precipitate [1,3-dioxo-2-(p-chlorophenyl)-2-methyl-4,5-dichloro-6-indanyloxy]acetic acid.

Workup

temperatureis warmed at 55°-60°C. for two hours
customto precipitate [1,3-dioxo-2-(p-chlorophenyl)-2-methyl-4,5-dichloro-6-indanyloxy]acetic acid

Sources & evidence

ORD record: ord-07c55d207e944d28a497552804e947b8
Source dataset: uspto-grants-1976_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03966966

Reaction notes

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