Potassium Carbonate → HCID 69516942, compound

HRID 854953Notes

Reaction equation

[OH:1][C:2]1[C:7]([CH:8]=O)=[C:6]([CH3:10])[CH:5]=[C:4]([CH3:11])[C:3]=1[CH3:12].C([O-])([O-])=O.[K+].[K+].[F:19][C:20]([F:29])([F:28])/[CH:21]=[CH:22]/[C:23]([O:25][CH2:26][CH3:27])=[O:24]>CN(C=O)C>[CH3:10][C:6]1[CH:5]=[C:4]([CH3:11])[C:3]([CH3:12])=[C:2]2[C:7]=1[CH:8]=[C:22]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:21]([C:20]([F:19])([F:29])[F:28])[O:1]2

Participants

Conditions

Temperature: 100 °C

Procedure

To a solution of 6-hydroxy-2,4,5-trimethylbenzaldehyde (2.77 g, 17.1 mmoles) in 50 mL of dry DMF was added anhydrous K2CO3 (5.19 g, 37.6 mmoles), and ethyl 4,4,4-trifluorocrotonate (3.16 g, 18.8 mmoles). The mixture was stirred rapidly under a drying tube at 100° C. for 3 h. After cooling, the mixture was diluted with DMF, filtered, and evaporated. Chromatography of the residue over silica gel using DCM as eluent gave ethyl 5,7,8-trimethyl-2-(trifluoromethyl)-2H-chromene-3-carboxylate, 3.75 g, as an oil.

Workup

temperatureAfter cooling
filtrationfiltered
customevaporated

Sources & evidence

ORD record: ord-ecf8b83097e444ccac280f35838b89cd
Source dataset: uspto-grants-2007_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07259266B2

Reaction notes

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