Benzyltriphenylphosphonium bromide → 3-(2-phenylvinyl)-7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one

HRID 1031730Notes

Reaction equation

[CH:1]([C:3]1[C:8](=[O:9])[C:7]2[CH:10]=[C:11]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:12]([NH:14][S:15]([CH3:18])(=[O:17])=[O:16])=[CH:13][C:6]=2[O:5][CH:4]=1)=O.[Br-].[CH2:27]([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.CC(C)([O-])C.[K+]>>[C:28]1([CH:27]=[CH:1][C:3]2[C:8](=[O:9])[C:7]3[CH:10]=[C:11]([O:19][C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=4)[C:12]([NH:14][S:15]([CH3:18])(=[O:16])=[O:17])=[CH:13][C:6]=3[O:5][CH:4]=2)[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

Reactant 3

HCID 2734970Benzyltriphenylphosphonium bromide

HCID 147224393-formyl-7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one

HCID 23665647Potassium tert-butoxide

Product 1

HCID 540180553-(2-phenylvinyl)-7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one

Procedure

3-Formyl-7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one was reacted with benzyltriphenylphosphonium bromide in the presence of potassium tertbutoxide to obtain 3-(2-phenylvinyl)-7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one.

Sources & evidence

ORD record: ord-fe3ab32bc3e0444ca16126acfb45abe7
Source dataset: uspto-grants-1990_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04954518

Reaction notes

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