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tert-Butyl 2-(1-ethoxy-2-methyl-1-oxopropan-2-yl)-1H-indole-1-carboxylate → Ethyl 2-(1H-indol-2-yl)-2-methylpropanoate

HRID 1908458
笔记
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反应方程式

HRID 1908458 反应方程式
[CH2:1]([O:3][C:4]([C:6]([C:9]1[N:10](C(OC(C)(C)C)=O)[C:11]2[C:16]([CH:17]=1)=[CH:15][CH:14]=[CH:13][CH:12]=2)([CH3:8])[CH3:7])=[O:5])[CH3:2]>ClCCl.C(O)(C(F)(F)F)=O>[NH:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:17]=[C:9]1[C:6]([CH3:7])([CH3:8])[C:4]([O:3][CH2:1][CH3:2])=[O:5]
参与物实验过程后处理来源与证据反应笔记

参与物

4

反应物 1

HCID 53439126tert-Butyl 2-(1-ethoxy-2-methyl-1-oxopropan-2-yl)-1H-indole-1-carboxylate

产物 1

HCID 53438556Ethyl 2-(1H-indol-2-yl)-2-methylpropanoate收率 78.2%

试剂、催化剂与溶剂 2

HCID 6344二氯甲烷溶剂HCID 6422三氟乙酸溶剂

实验过程

tert-Butyl 2-(2-(ethoxycarbonyl)propan-2-yl)-1H-indole-1-carboxylate (22.9 g, 69.1 mmol) was dissolved in dichloromethane (200 mL) before TFA (70 mL) was added. The mixture was stirred for 5 h at room temperature. The mixture was evaporated to dryness, taken up in dichloromethane and washed with saturated sodium bicarbonate solution, water, and brine. The product was purified by column chromatography on silica gel (0-20% EtOAc in hexane) to give ethyl 2-(1H-indol-2-yl)-2-methylpropanoate (12.5 g, 78%).

后处理

  1. additionwas added
  2. customThe mixture was evaporated to dryness
  3. washwashed with saturated sodium bicarbonate solution, water, and brine
  4. customThe product was purified by column chromatography on silica gel (0-20% EtOAc in hexane)

来源与证据

ORD记录
ord-b39540b46fb94eaa9b87242983eab478
来源数据集
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
专利号
US08598181B2

反应笔记

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本页导航参与物实验过程后处理来源与证据反应笔记