4-Chlororesorcinol → HCID 58913623, compound

HRID 1296883Notes

Reaction equation

[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([OH:6])=[CH:4][C:3]=1[OH:9].[CH3:10][O:11][C:12]1[CH:13]=[C:14]([CH2:18][C:19]([OH:21])=O)[CH:15]=[CH:16][CH:17]=1.P(Cl)(Cl)(Cl)(Cl)Cl.[CH3:28]N(C=O)C>>[Cl:1][C:2]1[CH:8]=[C:7]2[C:5](=[CH:4][C:3]=1[OH:9])[O:6][CH:28]=[C:18]([C:14]1[CH:15]=[CH:16][CH:17]=[C:12]([O:11][CH3:10])[CH:13]=1)[C:19]2=[O:21]

Participants

Reactant 4

HCID 17314-Chlororesorcinol

HCID 6228Dimethylformamide

HCID 15719(3-Methoxyphenyl)acetic acid

HCID 24819Phosphorus pentachloride

Product 1

HCID 58913623HCID 58913623, compound

Procedure

This compounds was synthesised in the same manner as described above. 4-Chlororesorcinol (1.74 g, 12 mmol), 3-methoxyphenylacetic acid (2.0 g, 12 mmol), BF3Et2O (5 ml), PCl5 (3.75 g, 18 mmol), DMF (15 ml and 10 ml). 6-Chloro-7-hydroxy-3-(3-methoxy-phenyl)-chromen-4-one precipitated out as a white solid (1.6 g, 44%).

Workup

customThis compounds was synthesised in the same manner
custom6-Chloro-7-hydroxy-3-(3-methoxy-phenyl)-chromen-4-one precipitated out as a white solid (1.6 g, 44%)

Sources & evidence

ORD record: ord-7319f4ae4f1e4c6a87595142bab64272
Source dataset: uspto-grants-2007_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07247734B2

Reaction notes

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