4-Bromo-2-phenoxybenzoic acid → 3-Bromo-5-methoxy-xanthen-9-one

Reaction equation

[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[O:18][CH3:19])[CH:3]=1.BrC1C=CC(C(O)=O)=C(OC2C=CC=CC=2)C=1>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]2[C:6](=[O:8])[C:17]3[C:12]([O:11][C:4]=2[CH:3]=1)=[C:13]([O:18][CH3:19])[CH:14]=[CH:15][CH:16]=3

Participants

Reactant 2

HCID 230539204-Bromo-2-phenoxybenzoic acid2×

HCID 431740184-Bromo-2-(2-methoxy-phenoxy)-benzoic acid

Product 1

HCID 574366693-Bromo-5-methoxy-xanthen-9-one

Procedure

Using an adaptation of the method described in Procedure 3, substituting 4-bromo-2-(2-methoxy-phenoxy)-benzoic acid, 2k for 4-bromo-2-phenoxybenzoic acid, 2a, the title compound 3-bromo-5-methoxy-xanthen-9-one, 3k was obtained. MS m/z (MH+) 304.8, 306.7.

Sources & evidence

ORD record: ord-95ff8b5731cd45188b460d12ec1c7144
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07589104B2

Reaction notes

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