碳酸钾 → HCID 86628343，化合物

HRID 1529834

反应方程式

HRID 1529834 反应方程式
[C:1]([N:8]([CH3:10])[OH:9])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].Cl[CH2:12][CH2:13][O:14][CH2:15][CH2:16]O.[C:18]([O-])([O-])=[O:19].[K+].[K+]>CN(C=O)C.[Li+].[Br-]>[OH:19][CH2:18][CH2:16][CH2:15][O:14][CH2:13][CH2:12][O:9][N:8]([CH3:10])[C:1](=[O:2])[O:3][C:4]([CH3:7])([CH3:6])[CH3:5]

参与物

6

反应物 3

HCID 11430碳酸钾HCID 123612-氯乙氧基乙醇HCID 272414tert-Butyl hydroxy(methyl)carbamate

产物 1

HCID 86628343HCID 86628343，化合物收率 72%

试剂、催化剂与溶剂 2

HCID 82050溴化锂催化剂HCID 6228N,N-二甲基甲酰胺溶剂

反应条件

温度
100 °C

实验过程

A mixture of N-Boc-N-methyl hydroxylamine (132 mg, 0.898 mmol), 2-(2-chloroethoxy) ethanol (168 mg, 1.35 mmol), K2CO3 (372 mg, 2.69 mmol) and LiBr (2 mg, 0.018 mmol) in DMF (3 mL) was heated at 100° C. and stirred for 16 h. The resulting mixture was cooled down to room temperature and filtered. The filtrate was concentrated and the residue was purified by silica gel flash column chromatography using 50% EtOAc/hexanes as eluent to afford the desired product as colorless oil (152 mg, 0.647 mmol, 72%). 1H NMR (CDCl3, 400 MHz): 8 (ppm) 1.45 (s, 9H), 2.68 (br s, 1H), 3.08 (s, 3H), 3.57-3.60 (m, 2H), 3.66-3.72 (m, 4H), 3.96-3.99 (m, 2H).

后处理

  1. temperatureThe resulting mixture was cooled down to room temperature
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated
  4. customthe residue was purified by silica gel flash column chromatography

来源与证据

ORD记录
ord-3f788fc15143441998ede3ffedf8488f
来源数据集
uspto-grants-2015_07
专利号
US09090643B2

关联笔记

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