Pyridine → Methyl 3-(2-Chloropropanamido)propanoate

HRID 215908노트

반응식

HRID 215908 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

HCID 43665913Methyl 3-(2-Chloropropanamido)propanoate수율 93.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-205044f7b146465e85e1646f1f02c17f
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193198B2

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