Water → Phenylmethyl 2-acetyl-4-morpholinecarboxylate

HRID 1527134노트

반응식

HRID 1527134 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.O>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

6

반응물 4

HCID 962WaterHCID 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 H2O (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-25736160993c46c7b16a3fd82de7aa72
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09085583B2

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