Water → Phenylmethyl 2-acetyl-4-morpholinecarboxylate

HRID 1527134ノート

反応式

HRID 1527134 の反応式
[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]

参加物

6

反応物 4

HCID 962WaterHCID 8471Triethylamine2 回HCID 10387Benzyl chloroformateHCID 222635521-Morpholin-2-YL-ethanone

生成物 1

HCID 18354411Phenylmethyl 2-acetyl-4-morpholinecarboxylate収率 63.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-25736160993c46c7b16a3fd82de7aa72
出典データセット
uspto-grants-2015_07
特許番号
US09085583B2

反応ノート

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