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

HRID 554318

반응식

[C:1]1([C:7]2[NH:11][CH:10]=[C:9]([CH:12]=[O:13])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].C1OCCOCCOCCOCCOC1.[O:31]1[C:36]2[CH:37]=[CH:38][C:39]([S:41](Cl)(=[O:43])=[O:42])=[CH:40][C:35]=2[O:34][CH2:33][CH2:32]1>>[O:31]1[C:36]2[CH:37]=[CH:38][C:39]([S:41]([N:11]3[C:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)=[CH:8][C:9]([CH:12]=[O:13])=[CH:10]3)(=[O:43])=[O:42])=[CH:40][C:35]=2[O:34][CH2:33][CH2:32]1

참가 물질

반응물 4

HCID 24758Sodium hydride

HCID 3633615-Crown-5

HCID 27761692,3-Dihydro-1,4-benzodioxine-6-sulfonyl chloride

HCID 110520905-Phenyl-1H-pyrrole-3-carboxaldehyde

생성물 1

HCID 866207521-(2,3-Dihydro-1,4-benzodioxin-6-ylsulfonyl)-5-phenyl-1H-pyrrole-3-carbaldehyde수율 70%

실험 절차

Using 5-phenyl-1H-pyrrole-3-carbaldehyde (171 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 258 mg, 70%).

출처 및 근거

ORD 기록: ord-d5c0321638264409b9d78550f66cace6
출처 데이터셋: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08048909B2

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