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1,2-Dichloroethane → n-Propyl-4-(1,4-benzodioxin-5-yl)butanamide

HRID 581073
ノート
印刷プレビュー

反応式

HRID 581073 の反応式
Cl.[CH2:2]([NH2:5])[CH2:3][CH3:4].[O:6]1[C:11]2[CH:12]=[CH:13][CH:14]=[C:15]([CH2:16][CH2:17][CH2:18][C:19](O)=[O:20])[C:10]=2[O:9][CH:8]=[CH:7]1.C(Cl)CCl>CN(C)C=O>[CH2:2]([NH:5][C:19](=[O:20])[CH2:18][CH2:17][CH2:16][C:15]1[C:10]2[O:9][CH:8]=[CH:7][O:6][C:11]=2[CH:12]=[CH:13][CH:14]=1)[CH2:3][CH3:4]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 111,2-DichloroethaneHCID 11165Propylamine hydrochlorideHCID 536513674-(1,4-Benzodioxin-5-yl)butanoic acid

生成物 1

HCID 54244989n-Propyl-4-(1,4-benzodioxin-5-yl)butanamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

A suspension of 0.29 g (2.6 mmol) of n-propylamine hydrochloride in 7 ml of anhydrous N,N-dimethylformamide is cooled to 0° C. and then 0.33 g (3.54 mmol) of N,N-dimethylaminopyridine are added to the mixture. After the addition of 0.41 g (2.36 mmol) of the acid obtained in Step F of Example 40, 0.5 g (2.6 mmol) of EDC is added to the mixture. The solution is stirred for 12 hours under argon at room temperature and then the solvent is evaporated off in vacuo. The residue is taken up in a water/ethyl acetate (1/1) mixture and then the aqueous phase is extracted with ethyl acetate. The organic phase is dried over magnesium sulphate and then concentrated under reduced pressure. Chromatography over silica gel (eluant:AcOEt/PE:70/30) yields the title amide in the form of a clear syrup.

後処理

  1. additionis added to the mixture
  2. customthe solvent is evaporated off in vacuo
  3. extractionthe aqueous phase is extracted with ethyl acetate
  4. dry with materialThe organic phase is dried over magnesium sulphate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-586d13787a5f4e21aba52e6f0a46f8a1
出典データセット
uspto-grants-1999_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05919814

反応ノート

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