Pyridine → Methyl 3-(2-Chloropropanamido)propanoate

HRID 215908ノート

反応式

HRID 215908 の反応式
C(N(CC)CC)C.Cl.[CH3:9][O:10][C:11](=[O:15])[CH2:12][CH2:13][NH2:14].N1C=CC=CC=1.[Cl:22][CH:23]([CH3:27])[C:24](Cl)=[O:25]>ClCCl>[CH3:9][O:10][C:11](=[O:15])[CH2:12][CH2:13][NH:14][C:24](=[O:25])[CH:23]([Cl:22])[CH3:27]

参加物

6

反応物 4

HCID 1049PyridineHCID 8471TriethylamineHCID 1110192-Chloropropionyl chlorideHCID 2734767Methyl 3-aminopropanoate hydrochloride

生成物 1

HCID 43665913Methyl 3-(2-Chloropropanamido)propanoate収率 93.2%

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 (1.63 g) was added to a suspension of β-alanine methyl ester hydrochloride (2.25 g) in dichloromethane (10 mL) and the reaction mixture was stirred for 30 minutes. After addition of pyridine (1.27 g) the reaction mixture was cooled to 0° C. A solution of 2-chloropropionyl chloride (2.04 g) in dichloromethane (10 mL) was added dropwise for 20 minutes. The reaction mixture was stirred for 2 hours, washed sequentially with water, 1 N hydrochloric acid and saturated sodium bicarbonate, dried with magnesium sulfate, filtered, and concentrated to give yellow oil (2.9 g, yield 93%).

後処理

  1. stirringThe reaction mixture was stirred for 2 hours
  2. washwashed sequentially with water, 1 N hydrochloric acid and saturated sodium bicarbonate
  3. dry with materialdried with magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-205044f7b146465e85e1646f1f02c17f
出典データセット
uspto-grants-2012_06
特許番号
US08193198B2

反応ノート

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