Methyl chloroformate → HCID 21993429、化合物

HRID 1977581ノート

反応式

HRID 1977581 の反応式
[CH:1]1([CH2:5][CH:6]([C:8]([OH:10])=[O:9])[NH2:7])[CH2:4][CH2:3][CH2:2]1.Cl[C:12]([O:14][CH3:15])=[O:13]>[OH-].[Na+].O>[CH3:15][O:14][C:12]([NH:7][CH:6]([C:8]([OH:10])=[O:9])[CH2:5][CH:1]1[CH2:4][CH2:3][CH2:2]1)=[O:13]

参加物

5

反応物 2

HCID 6586Methyl chloroformateHCID 219880662-Amino-3-cyclobutylpropanoic acid

生成物 1

HCID 21993429HCID 21993429、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 14798Sodium Hydroxide溶媒2 回

反応条件

温度
0 °C

実験手順

4.3 g (30 mmol) of 3-cyclobutyl-DL-alanine [A. Burger et al., J. Med. Chem. 6, 221 (1963)] is dissolved in 15 ml of 2M NaOH solution, cooled to 0° C. and simultaneously 16.5 ml of 2M NaOH solution and 2.55 ml (33 mmol) of methyl chloroformate are added with vigorous stirring. Stirring is continued at this temperature for 30 minutes and at room temperature for 2 hours. The reaction mixture is diluted with 40 ml of water, extracted with 10 ml of diethyl ether, then acidified to pH3 with 3M HCl. The product is extracted with ethyl acetate (4×20 ml), the extracts are pooled, washed with 20 ml of water, dried over anhydrous sodium sulphate and evaporated at a pressure of 2.0-2.5 kPa. The oily residue [5.3 g (88%), Rf(7)=0.61] is used without further purification in the next step.

後処理

  1. extractionextracted with 10 ml of diethyl ether
  2. extractionThe product is extracted with ethyl acetate (4×20 ml)
  3. washwashed with 20 ml of water
  4. dry with materialdried over anhydrous sodium sulphate
  5. customevaporated at a pressure of 2.0-2.5 kPa
  6. customThe oily residue [5.3 g (88%), Rf(7)=0.61] is used without further purification in the next step

出典と根拠

ORDレコード
ord-0db29f9e9a3a46348dc3bda1d2484ac9
出典データセット
uspto-grants-2001_05
特許番号
US06235707B1

反応ノート

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