Diethyl Ether → 1-(Aminooxy)-3,3-dimethylbutan-2-ol

HRID 1766824ノート

反応式

HRID 1766824 の反応式
[OH:1][CH:2]([C:16]([CH3:19])([CH3:18])[CH3:17])[CH2:3][O:4][N:5]1C(=O)C2C(=CC=CC=2)C1=O.CNN.C(OCC)C>ClCCl>[NH2:5][O:4][CH2:3][CH:2]([OH:1])[C:16]([CH3:19])([CH3:18])[CH3:17]

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 6061MethylhydrazineHCID 211115332-(2-Hydroxy-3,3-dimethylbutoxy)-isoindole-1,3-dione

生成物 1

HCID 211115321-(Aminooxy)-3,3-dimethylbutan-2-ol収率 86.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-(2-hydroxy-3,3-dimethyl-butoxy)-isoindole-1,3-dione (1.47 g, 5.60 mmol) in dichloromethane (20 mL) cooled to 0° C. was added methylhydrazine (0.31 mL, 5.90 mmol). The white suspension was allowed to stir for 16 hours at room temperature. Diethyl ether (50 mL) was added and the solids were removed by filtration. The filtrate was concentrated, diluted with diethyl ether and the solids were removed by filtration. This procedure was repeated twice more and the final filtrate was concentrated to provide the desired product as a yellow liquid (0.643 g, 86%). 1H NMR (400 MHz, CDCl3) δ 4.87 (br s, 2H), 3.85 (q, 1H), 3.58 (q, 2H), 0.93 (s, 9H).

後処理

  1. customthe solids were removed by filtration
  2. concentrationThe filtrate was concentrated
  3. additiondiluted with diethyl ether
  4. customthe solids were removed by filtration
  5. concentrationthe final filtrate was concentrated

出典と根拠

ORDレコード
ord-a34613fac89b451b88b7f84fe0ab08eb
出典データセット
uspto-grants-2007_06
特許番号
US07230099B2

反応ノート

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