Phosphorus oxychloride → HCID 59283440, compound

HRID 2368693Notes

Reaction equation

HRID 2368693 reaction equation
[CH:1]([C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=[C:6](O)[CH:5]=1)([CH3:3])[CH3:2].O=P(Cl)(Cl)[Cl:17]>C1(C)C=CC=CC=1>[Cl:17][C:6]1[CH:5]=[C:4]([CH:1]([CH3:3])[CH3:2])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178439448HCID 178439448, compound

Product 1

HCID 59283440HCID 59283440, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4-Isopropylquinolin-2-ol (1.95 g, 10.43 mmol) and 1.14 mL (1.2 eq) of POCl3 in toluene were reacted as outlined in Scheme 1 above to yield 1.8 g (84%) of the desired title compound. Spectroscopic data: 1H NMR (300 MHz, CDCl3) δ ppm 1.40 (d, J=6.74 Hz, 6 H) 3.71 (quin, J=6.81 Hz, 1 H) 7.28 (s, 1 H) 7.48-7.63 (m, 1 H) 7.65-7.78 (m, 1 H) 7.98-8.10 (m, 2 H).

Sources & evidence

ORD record
ord-5008247a35bf4cdd89dd907e6119c72c
Source dataset
uspto-grants-2014_04
Patent number
US08703797B2

Reaction notes

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