Sodium hydride → 1-(2,3-Dihydro-1,4-benzodioxin-6-ylsulfonyl)-4-methyl-5-phenyl-1H-pyrrole-3-carbaldehyde

HRID 554336

Reaktionsgleichung

Reaktionsgleichung von HRID 554336
[CH3:1][C:2]1[C:3]([CH:13]=[O:14])=[CH:4][NH:5][C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[H-].[Na+].C1OCCOCCOCCOCCOC1.[O:32]1[C:37]2[CH:38]=[CH:39][C:40]([S:42](Cl)(=[O:44])=[O:43])=[CH:41][C:36]=2[O:35][CH2:34][CH2:33]1>>[O:32]1[C:37]2[CH:38]=[CH:39][C:40]([S:42]([N:5]3[C:6]([C:7]4[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=4)=[C:2]([CH3:1])[C:3]([CH:13]=[O:14])=[CH:4]3)(=[O:44])=[O:43])=[CH:41][C:36]=2[O:35][CH2:34][CH2:33]1

Komponenten

5

Edukt 4

HCID 24758Sodium hydrideHCID 3633615-Crown-5HCID 27761692,3-Dihydro-1,4-benzodioxine-6-sulfonyl chlorideHCID 713628124-Methyl-5-phenyl-1H-pyrrole-3-carbaldehyde

Produkt 1

HCID 866207641-(2,3-Dihydro-1,4-benzodioxin-6-ylsulfonyl)-4-methyl-5-phenyl-1H-pyrrole-3-carbaldehydeAusbeute 102,1 %

Versuchsvorschrift

Using 4-methyl-5-phenyl-1H-pyrrole-3-carbaldehyde (185 mg), sodium hydride (60% in oil, 72 mg), 15-crown-5 (330 mg) and 2,3-dihydro-1,4-benzodioxine-6-sulfonyl chloride (352 mg), a procedure as in Reference Example 219 was performed to give the title compound as a pale-yellow oil (yield 391 mg, about 100%).

Quellen und Nachweise

ORD-Eintrag
ord-40076bb8c6544a08ade255d80711295f
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08048909B2

Verknüpfte Notizen

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