Potassium Carbonate → HCID 15020605, compound

HRID 1493171Notes

Reaction equation

[CH:1]12[CH2:8][CH:5]([CH2:6][CH2:7]1)[CH2:4][CH2:3][C:2]2=O.[F:10][C:11]1[CH:21]=[CH:20][C:14]([C:15]([CH2:17][C:18]#[N:19])=O)=[CH:13][CH:12]=1.C(=O)([O-])[O-:23].[K+].[K+]>ClC(Cl)C(Cl)Cl>[F:10][C:11]1[CH:21]=[CH:20][C:14]([C:15]2[C:3]3[CH2:4][CH:5]4[CH2:8][CH:1]([CH2:7][CH2:6]4)[C:2]=3[NH:19][C:18](=[O:23])[CH:17]=2)=[CH:13][CH:12]=1

Participants

Conditions

Temperature: 100 °C

Procedure

Bicyclo[3.2.1]octan-2-one (2 g) and 4-fluorobenzoylacetonitrile (2.6 g) are dissolved in 1,1,2,2-tetrachloroethane (5 ml) and thereto is added 75% polyphosphoric acid (25 g). The mixture is stirred at 80° C. for 30 minutes, at 100° C. for 1 hour, and further at 130° C. for 30 minutes. After cooling, the reaction mixture is poured into ice-water and neutralized with potassium carbonate. The precipitated crystals are collected by filtration and washed successively with water and ethyl acetate. The resultant is recrystallized from methanol to give the desired product (2.7 g), m.p.>300° C.

Workup

waitfurther at 130° C. for 30 minutes
temperatureAfter cooling
filtrationThe precipitated crystals are collected by filtration
washwashed successively with water and ethyl acetate
customThe resultant is recrystallized from methanol

Sources & evidence

ORD record: ord-d3a5ee99b987431495d38437d6e93bc1
Source dataset: uspto-grants-1991_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05021421

Reaction notes

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