Triethylamine → Methyl 3-((2-(tert-butoxy)-2-oxoethyl)amino)propanoate

HRID 841137ノート

反応式

HRID 841137 の反応式
C(N(CC)CC)C.Cl.[CH3:9][O:10][C:11](=[O:15])[CH2:12][CH2:13][NH2:14].Br[CH2:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19]>C(Cl)Cl>[CH3:9][O:10][C:11](=[O:15])[CH2:12][CH2:13][NH:14][CH2:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 79177tert-Butyl bromoacetateHCID 2734767Methyl 3-aminopropanoate hydrochloride

生成物 1

HCID 14845245Methyl 3-((2-(tert-butoxy)-2-oxoethyl)amino)propanoate収率 14%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

Triethylamine (7 mL, 50 mmol) was added to a solution of β-alanine methyl ester hydrochloride (5.25 g, 37.5 mmol) in methylene chloride (100 mL). The solution was cooled to 0° C. and t-butyl bromoacetate (4.88 g, 25 mmol) in methylene chloride (100 mL) was then added. The reaction mixture was warmed to room temperature and stirred overnight. The solvent was removed in vacuo and the residue was taken up in ethyl acetate. The ethyl acetate was washed with saturated NaHCO3, brine, dried over MgSO4, filtered and concentrated in vacuo; 0.80 g (14% yield).

後処理

  1. temperatureThe reaction mixture was warmed to room temperature
  2. customThe solvent was removed in vacuo
  3. washThe ethyl acetate was washed with saturated NaHCO3, brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-e51e580066c04d04b3613901de4d82bf
出典データセット
uspto-grants-2002_04
特許番号
US06369034B1

反応ノート

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