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聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯] → (1-Biphenyl-2-ylmethyl-5-methoxy-2-methyl-1H-indol-3-yl)-acetic acid hydrazide

HRID 1069607
笔记
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反应方程式

HRID 1069607 反应方程式
C([O:3][C:4](=O)[CH2:5][C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:15][CH3:16])[CH:13]=2)[N:8]([CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:7]=1[CH3:30])C.[NH2:32][NH2:33].O>C(O)C>[C:19]1([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[CH2:17][N:8]1[C:9]2[C:14](=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[C:6]([CH2:5][C:4]([NH:32][NH2:33])=[O:3])=[C:7]1[CH3:30]
参与物实验过程后处理来源与证据反应笔记

参与物

5

反应物 3

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]HCID 9321HydrazineHCID 107642291-([1,1'-biphenyl]-2-ylmethyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid ethyl ester

产物 1

HCID 10834763(1-Biphenyl-2-ylmethyl-5-methoxy-2-methyl-1H-indol-3-yl)-acetic acid hydrazide

试剂、催化剂与溶剂 1

HCID 702乙醇溶剂

实验过程

A mixture of 1.18 g (2.86 mmol) of 1-([1,1-biphenyl]-2-ylmethyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid ethyl ester and 3 mL of hydrazine in 20 mL of ethanol was heated to maintain reflux for 16 hours. After cooling, water was added and the mixture was extracted with ethyl acetate. The ethyl acetate solution was washed with brine, dried (MgSO4), and concentrated to give 1.02 g of 1-([1,1′-biphenyl]-2-ylmethyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid hydrazide. A mixture of 576 mg (1.44 mmol) of this material and 300 mg of Raney Ni in 20 mL of ethanol was heated to maintain reflux for 3 hours. After cooling the solvent was decanted and the Raney Ni washed twice with methylene chloride. The combined organic solvents were concentrated at reduced pressure and the residue chromatographed on silica gel and eluted with ethyl acetate to give 369 mg (67% yield) of 1-([1,1′-biphenyl]-2-ylmethyl)-5-methoxy-2-methyl-1H-indole-3-acetamide.

后处理

  1. temperaturewas heated
  2. temperatureto maintain
  3. temperaturereflux for 16 hours
  4. temperatureAfter cooling
  5. extractionthe mixture was extracted with ethyl acetate
  6. washThe ethyl acetate solution was washed with brine
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated

来源与证据

ORD记录
ord-0a60b2ea9480422ea4e518ec394ac4c7
来源数据集
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
专利号
US06252084B1

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