Acetic Acid → diethyl 1H-pyrrole-2,5-dicarboxylate

HRID 1796643

반응식

HRID 1796643 반응식
[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]([CH:11]=[O:12])=[CH:9][CH:10]=1)=[O:5])[CH3:2].[C-]#N.[K+].[CH3:16][C:17](O)=[O:18]>CCO.O=[Mn]=O>[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]([C:11]([O:18][CH2:17][CH3:16])=[O:12])=[CH:9][CH:10]=1)=[O:5])[CH3:2]

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 9032Potassium CyanideHCID 321485ethyl 5-formyl-1H-pyrrole-2-carboxylate

생성물 1

HCID 21025083diethyl 1H-pyrrole-2,5-dicarboxylate수율 76.7%

시약·촉매·용매 2

HCID 14801Manganese dioxide촉매HCID 702Ethanol용매

실험 절차

To a mixture of 406A (167 mg, 1.0 mmol), KCN (325.6 mg, 5.0 mmol) in anhydrous EtOH (20 ml) was added AcOH (85.9 μl, 1.5 mmol) followed by activated MnO2 (1.643 g, 20 mmol). The reaction was stirred overnight. After workup, the residue was purified by silica gel flash column chromatography to give 406B (162 mg, 77%) as a pinkish solid (25% EtOAc—hexanes).

후처리

  1. customAfter workup, the residue was purified by silica gel flash column chromatography

출처 및 근거

ORD 기록
ord-73c257903a4e4b13ab81a84fd824f0af
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07030112B2

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