4-Methoxyphenol → HCID 67741652, compound

HRID 846268Notes

Reaction equation

CO[C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.[N+]([C:13]1[CH:14]=[C:15]([C:21]#[N:22])[C:16](=[CH:19][CH:20]=1)[C:17]#[N:18])([O-])=O.[C:23](=O)([O-])[O-:24].[K+].[K+]>CN(C)C=O>[CH3:23][O:24][C:13]1[C:14]([O:9][C:6]2[CH:7]=[CH:8][CH:3]=[CH:4][CH:5]=2)=[C:15]([C:21]#[N:22])[C:16](=[CH:19][CH:20]=1)[C:17]#[N:18]

Participants

Conditions

Temperature: 70 °C

Procedure

A mixture is prepared by adding 136.4 grams (1.1 moles) of p-methoxyphenol, 173 grams (1 mole) of 4-nitrophthalonitrile, and 207 grams of potassium carbonate in 1667 ml of dimethylformamide. The mixture is heated to 70° C. and mechanically stirred. Samples are taken of this reaction mixture periodically and analyzed by GLC. After five hours, the reaction is complete. The p-methoxyphenoxyphthalonitrile is isolated by quenching the crude reaction mixture in ice water. The product is further purified by washing the crude precipitate with dilute sodium carbonate and then water. Finally the p-methoxyphenoxyphthalonitrile is vacuum dried at 60° C.

Workup

customA mixture is prepared

Sources & evidence

ORD record: ord-10729daa1d1c4412b732ae3f21168fb8
Source dataset: uspto-grants-1992_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05135972

Reaction notes

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