Methyl formate → Methyl(2Z)-3-hydroxy-2-(1H-indol-1-ylmethyl)-2-propenoate

HRID 474703ノート

反応式

HRID 474703 の反応式
CC(C)([O-])C.[K+].[CH:7]([O:9][CH3:10])=[O:8].[N:11]1([CH2:20][CH2:21][C:22](OC)=[O:23])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12]1>C1COCC1>[OH:23]/[CH:22]=[C:21](/[CH2:20][N:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12]1)\[C:7]([O:9][CH3:10])=[O:8]

参加物

5

反応物 3

HCID 7865Methyl formateHCID 5150745Methyl 3-(1H-indol-1-yl)propanoateHCID 23665647Potassium tert-butoxide

生成物 1

HCID 67953507Methyl(2Z)-3-hydroxy-2-(1H-indol-1-ylmethyl)-2-propenoate収率 114.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To the suspension of potassium tert-butoxide (1.0 g, 8.91 mmol) in dry THF (10 mL) was added dropwise solution of methyl formate (1.0 ml, 16.22 mmol) and methyl 3-(1H-indol-1-yl)propanoate (1.0 g, 4.92 mmol) in dry THF over 30 min. The mixture was stirred at room temperature for 1 h. Concentration in vacuo then afforded the crude title compound (1.3 g). LCMS: rt=2.59 min, [M+H+]=232

後処理

  1. concentrationConcentration in vacuo

出典と根拠

ORDレコード
ord-703e82b5c2fd422394acab57b3968449
出典データセット
uspto-grants-2014_01
特許番号
US08637536B2

反応ノート

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