Potassium Carbonate → HCID 12919431, compound

HRID 1659455Notes

Reaction equation

HRID 1659455 reaction equation
N1(/C=[C:7]2/[C:8](=[O:23])[C:9]3[C:18]([O:19][CH3:20])=[C:17]4[C:13]([O:14][CH:15]=[CH:16]4)=[C:12]([O:21][CH3:22])[C:10]=3[O:11]/2)CCCC1.C(=O)([O-])[O-].[K+].[K+]>CC#N>[CH3:20][O:19][C:18]1[C:9]2[C:8](=[O:23])[CH2:7][O:11][C:10]=2[C:12]([O:21][CH3:22])=[C:13]2[O:14][CH:15]=[CH:16][C:17]=12

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 12919432HCID 12919432, compound

Product 1

HCID 12919431HCID 12919431, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

(Z)-2-[(1-pyrrolidinyl)methylene]-4,8-dimethoxybenzo[1,2-b:-5,4-b']difuran-3-(2H)-one (formula LXII). The title compound of Example 11 (6.5 g, 20 mmoles) and potassium carbonate are added to CH3CN (200 ml). To this solution is added pyrrolidine (1.42 g, 20 mmoles) and the resulting solution is stirred at room temperature for 18 hr. The CH3CN is removed in vacuo to leave a yellow solid which is washed with water, filtered, and dried to give 3.19 g (54% yield) of the above product having a melting point of 216°-217° C. Carbon:hydrogen:nitrogen analysis ratio is 64.86:5.55:4.42. Mass spectrum exhibits peaks at 315, 301, 300, 286, 285, 231, 230, and 217. NMR absorptions are observed at 7.5, 7.19, 6.91, 4.29, 4.12, 3.72, 1.99. Infrared absorptions are observed at 3140, 3100, 1675, 1625, 1600, 1585, 1545, 1495, 1340, 1270, 1235, 1125, and 1065 cm-1.

Sources & evidence

ORD record
ord-0525571136794668bb52db0eb8ed4f2e
Source dataset
uspto-grants-1981_12
Patent number
US04304722

Reaction notes

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