HCID 19417624, compound → HCID 22228626, compound

HRID 1744288Notes

Reaction equation

HRID 1744288 reaction equation
[Br:1][C:2]1[C:7]2[CH:8]=[C:9]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[O:10][C:6]=2[CH:5]=[C:4]([Br:16])[C:3]=1[O:17][C:18]1[CH:23]=[CH:22][C:21]([O:24]C)=[C:20]([C:26](=[O:34])[C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[CH:19]=1.[Al+3].[Cl-].[Cl-].[Cl-].C(S)C>CCOCC>[Br:1][C:2]1[C:7]2[CH:8]=[C:9]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[O:10][C:6]=2[CH:5]=[C:4]([Br:16])[C:3]=1[O:17][C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[C:20]([C:26](=[O:34])[C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[CH:19]=1

Participants

4

Reactant 2

HCID 19417624HCID 19417624, compoundHCID 22228625HCID 22228625, compound

Product 1

HCID 22228626HCID 22228626, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Ether cleavage of 108 mg of ethyl 4,6-dibromo-5-[3-(4-fluorobenzoyl)-4-methoxyphenoxy]-1-benzofuran-2-carboxylate with AlCl3/ethanethiol, in analogy with example . . . , yields 49 mg (47%) of ethyl 4,6-dibromo-5-[3-(4-fluorobenzoyl)-4-hydroxyphenoxy]-1-benzofuran-2-carboxylate.

Sources & evidence

ORD record
ord-36ecfcbaccb6480a9af566e790c395e6
Source dataset
uspto-grants-2006_03
Patent number
US07015246B2

Reaction notes

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