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Diethylamine → N,N-diethyl-5-(1-methyl-1,2,3,4-tetrazol-5-yl)valeramide

HRID 35261
ノート
印刷プレビュー

反応式

HRID 35261 の反応式
[CH3:1][N:2]1[C:6]([CH2:7][CH2:8][CH2:9][CH2:10][C:11]([OH:13])=O)=[N:5][N:4]=[N:3]1.[CH2:14]([N:16](CC)[CH2:17][CH3:18])[CH3:15].ClC(OCC(C)C)=O.C(NCC)C>CN(C)C=O>[CH2:14]([N:16]([CH2:17][CH3:18])[C:11](=[O:13])[CH2:10][CH2:9][CH2:8][CH2:7][C:6]1[N:2]([CH3:1])[N:3]=[N:4][N:5]=1)[CH3:15]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8021DiethylamineHCID 8471TriethylamineHCID 62365Isobutyl chloroformateHCID 132034015-(1-Methyl-1,2,3,4-tetrazol-5-yl)valeric acid

生成物 1

HCID 13142190N,N-diethyl-5-(1-methyl-1,2,3,4-tetrazol-5-yl)valeramide収率 29.9%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

(5-(1-Methyl-1,2,3,4-tetrazol-5-yl)valeric acid (1.8 g) is dissolved in dimethylformamide (50 ml), and thereto is added triethylamine (1.1 g). To the mixture is added dropwise with stirring isobutyl chloroformate (1.5 g) under ice-cooling, and the mixture is stirred at room temperature for 30 minutes. To the mixture is added dropwise with stirring diethylamine (0.9 g) at rood temperature, and the mixture is stirred for 2 hours. Dimethylformamide is distilled off under reduced pressure, and the residue is purified by column chromatography (Wakogel C-200). After eluting with benzene-chloroform (1:1), the eluate is distilled under reduced pressure to give N,N-diethyl-5-(1-methyl-1,2,3,4-tetrazol-5-yl)valeramide (0.7 g), colorless liquid, b.p. 190°-200° C. (bath temperature)/0.07 mmHg, nD25 =1.4907.

後処理

  1. temperaturecooling
  2. stirringthe mixture is stirred for 2 hours
  3. distillationDimethylformamide is distilled off under reduced pressure
  4. customthe residue is purified by column chromatography (Wakogel C-200)
  5. washAfter eluting with benzene-chloroform (1:1)
  6. distillationthe eluate is distilled under reduced pressure

出典と根拠

ORDレコード
ord-918dd0690f82437b87a16fe418e53ad5
出典データセット
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04766120

反応ノート

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