Potassium Carbonate → HCID 19261492, compound

HRID 1357377Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:15])[C:4]1[C:5](=[CH:10][C:11]([OH:14])=[CH:12][CH:13]=1)[C:6]([O:8][CH3:9])=[O:7].F[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[N+:23]([O-:25])=[O:24].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:1][O:2][C:3](=[O:15])[C:4]1[C:5](=[CH:10][C:11]([O:14][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[N+:23]([O-:25])=[O:24])=[CH:12][CH:13]=1)[C:6]([O:8][CH3:9])=[O:7]

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of 4-hydroxyphthalic acid dimethyl ester (1.23 g, 5.95 mmol), o-fluoronitro-benzene (0.81 ml, 7.64 mmol), and potassium carbonate (1.66 g, 12 mmol) in dry DMF (25 ml) was heated at 100° C. for 1 hour. The mixture was cooled to room temperature, filtered and the filtrate evaporated to dryness in vacuo to give 4-(2-nitrophenoxy)phthalic acid dimethyl ester as a yellow oil (yield: 1.97 g, (100%)). 1H—NMR (CDCl3) in ppm: δ 3.9 (6H, 2xs); 7.1-7.2 (2H,m); 7.2 (1H,d); 7.3-7.4 (1H,m); 7.6-7.7 (1H,m); 7.84 (1H,d); 8.03 (1H, d.d.).

Workup

temperatureThe mixture was cooled to room temperature
filtrationfiltered
customthe filtrate evaporated to dryness in vacuo

Sources & evidence

ORD record: ord-3048acb6942640408b9b31412017bbd0
Source dataset: uspto-grants-2003_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06590118B1

Reaction notes

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