Isopropanol → HCID 11323170, compound

HRID 1974676Notes

Reaction equation

[C:1]1(Cl)[C:7](=[O:8])[C:6]([Cl:9])=[C:5]([Cl:10])[C:3](=[O:4])[C:2]=1[Cl:11].C(=O)([O-])O.[Na+].[CH:18]([OH:21])([CH3:20])[CH3:19]>CC(CC)=O>[Cl:9][C:6]1[C:7](=[O:8])[C:1]([O:21][CH:18]([CH3:20])[CH3:19])=[C:2]([Cl:11])[C:3](=[O:4])[C:5]=1[Cl:10]

Participants

Conditions

Temperature: 55 °C

Procedure

Chloranil (0.06 mole) and sodium hydrogen carbonate (0.075 mole) were added to 300 ml of methylethylketone (MEK). the mixture was heated to 55° C. before adding iso-propanol (0.5 mole) dropwise with stirring. When the reaction was complete (as judged by HPLC) the MEK solvent was removed from the product mixture under vacuum. The resultant orange gum was recrystallised from petroleum ether to give 2,3,5-trichloro-6-isopropoxy-1,4-benzoquinone as product.

Workup

customwas removed from the product mixture under vacuum
customThe resultant orange gum was recrystallised from petroleum ether

Sources & evidence

ORD record: ord-71576c58d8b04be188dc408d54e1b4f5
Source dataset: uspto-grants-1994_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05283355

Reaction notes

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