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Tributylvinyltin → 2-(4-Methoxy-benzenesulfonylamino)-3-methyl-5-vinyl-benzoic acid methyl ester

HRID 583371
Notes
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Reaction equation

HRID 583371 reaction equation
[CH3:1][O:2][C:3](=[O:24])[C:4]1[CH:9]=[C:8](Br)[CH:7]=[C:6]([CH3:11])[C:5]=1[NH:12][S:13]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1)(=[O:15])=[O:14].[CH:25]([Sn](CCCC)(CCCC)CCCC)=[CH2:26]>>[CH3:1][O:2][C:3](=[O:24])[C:4]1[CH:9]=[C:8]([CH:25]=[CH2:26])[CH:7]=[C:6]([CH3:11])[C:5]=1[NH:12][S:13]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1)(=[O:15])=[O:14]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 81998TributylvinyltinHCID 542183595-Bromo-2-(4-methoxy-benzenesulfonylamino)-3-methyl-benzoic acid methyl ester

Product 1

HCID 544819552-(4-Methoxy-benzenesulfonylamino)-3-methyl-5-vinyl-benzoic acid methyl esterYield 82%

Procedure

In the same manner as described in Example 139, 700 mg (1.69 mmol) of the product of Example 10 and 0.73 ml (2.5 mmol) of vinyltributyltin provided 500 mg (82%) of the desired product as a white solid. Electrospray Mass Spec 362 (M+H).

Sources & evidence

ORD record
ord-cddbfb3ceef442f68fef30537c42c999
Source dataset
uspto-grants-1999_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05929097

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes