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

HRID 16566

反応式

HRID 16566 の反応式
[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

参加物

6

反応物 3

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

生成物 2

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒2 回

実験手順

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%).

出典と根拠

ORDレコード
ord-0c9a0cdfc8304382bf05447a70154c88
出典データセット
uspto-grants-2010_06
特許番号
US07737169B2

関連ノート

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