Potassium Carbonate → Diethyl 2-(indol-4-yloxy)malonate

HRID 16566

반응식

HRID 16566 반응식
[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][NH:6]2.C(=O)([O-])[O-].[K+].[K+].[Br:17][CH:18]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:19]([O:21][CH2:22][CH3:23])=[O:20]>CC(C)=O>[Br:17][C:18]([O:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][NH:6]2)([C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:19]([O:21][CH2:22][CH3:23])=[O:20].[NH:6]1[C:7]2[C:3](=[C:2]([O:1][CH:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH:10]=[CH:9][CH:8]=2)[CH:4]=[CH:5]1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 69637Diethyl bromomalonateHCID 754211H-indol-4-ol

생성물 2

HCID 11608989Diethyl 2-(indol-4-yloxy)malonate수율 34%HCID 11639270Diethyl 2-bromo-2-(indol-4-yloxy)malonate수율 13%

시약·촉매·용매 1

HCID 180Acetone용매2회

실험 절차

A solution of 4-hydroxyindole (266 mg, 2 mmol) in acetone (20 mL) was cooled to 0° C. under nitrogen and anhydrous potassium carbonate (414 mg, 3 mmol) was added. A solution of freshly distilled pure diethyl bromomalonate (574 mg, 2.4 mmol) in acetone (20 mL) was added dropwise and the mixture was stirred at room temperature overnight. Work up and flash chromatography as above afforded 7 (101 mg, 13%) and 8 (199 mg, 34%).

출처 및 근거

ORD 기록
ord-0c9a0cdfc8304382bf05447a70154c88
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737169B2

연결된 노트

불러오는 중…