Sodium Iodide → [2-(4-Acetylamino-phenyl)-1,3-dioxo-indan-2-yl]-acetic acid ethyl ester

HRID 1375082Notes

Reaction equation

[Na].[C:2]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([CH:12]2[C:20](=[O:21])[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13]2=[O:22])=[CH:8][CH:7]=1)(=[O:4])[CH3:3].[I-].[Na+].[CH2:25]([O:27][C:28](=[O:31])[CH2:29]Cl)[CH3:26]>C(O)C.O>[CH2:25]([O:27][C:28](=[O:31])[CH2:29][C:12]1([C:9]2[CH:8]=[CH:7][C:6]([NH:5][C:2](=[O:4])[CH3:3])=[CH:11][CH:10]=2)[C:20](=[O:21])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]1=[O:22])[CH3:26]

Participants

Conditions

Temperature: 100 °C

Procedure

A solution of sodium (0.412 g) in absolute ethanol ((200 mL) was treated with 2-(4-acetylaminophenyl)-indan-1,3-dione (5 g, Reference Example 14) then with sodium iodide (2.69 g) and chloroacetic acid ethyl ester (3.6 mL). The mixture was heated at 100° C. for 20 minutes then poured into water (500 mL) and then extracted with ethyl acetate (500 mL). The organic extract was dried over magnesium sulfate and then evaporated to give the title compound (5.25 g) as a pale coloured solid.

Workup

extractionextracted with ethyl acetate (500 mL)
extractionThe organic extract
dry with materialwas dried over magnesium sulfate
customevaporated

Sources & evidence

ORD record: ord-1d706fade44a46c7a9e5e7913c1aa4b0
Source dataset: uspto-grants-2007_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07166616B2

Reaction notes

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