Triethylamine → Phenylmethyl 2-acetyl-4-morpholinecarboxylate

HRID 2206653노트

반응식

HRID 2206653 반응식
[NH:1]1[CH2:6][CH2:5][O:4][CH:3]([C:7](=[O:9])[CH3:8])[CH2:2]1.C(N(CC)CC)C.[C:17](Cl)(=[O:26])[O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(Cl)Cl>[C:7]([CH:3]1[O:4][CH2:5][CH2:6][N:1]([C:17]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:26])[CH2:2]1)(=[O:9])[CH3:8]

참가 물질

5

반응물 3

HCID 8471Triethylamine2회HCID 10387Benzyl chloroformateHCID 222635521-Morpholin-2-YL-ethanone

생성물 1

HCID 18354411Phenylmethyl 2-acetyl-4-morpholinecarboxylate수율 63.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 1-(morpholin-2-yl)ethanone (3.9 g, 30.0 mmol) in DCM (60 mL) was added triethylamine (1.0 g, 10 mmol) to adjust pH 9. Then benzyl carbonochloridate (5.6 g, 33.0 mmol) and triethylamine (3.0 g, 30.0 mmol) were added and the mixture was stirred at room temperature for 16 hr. The reaction solution was added 1120 (20 mL) and extracted by DCM (100 mL*3). The organic layer was concentrated and purified by column chromatography on silica gel (eluted: petroleum ether/ethyl acetate=20/1-15/1-10/1) to give benzyl 2-acetylmorpholine-4-carboxylate (5.0 g, 63%).

후처리

  1. extractionextracted by DCM (100 mL*3)
  2. concentrationThe organic layer was concentrated
  3. custompurified by column chromatography on silica gel (eluted: petroleum ether/ethyl acetate=20/1-15/1-10/1)

출처 및 근거

ORD 기록
ord-a9e9f8e6eb8348049e46f5c4735674c1
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09371331B2

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