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Diethylamine → HCID 13203396、化合物

HRID 978031
ノート
印刷プレビュー

反応式

HRID 978031 の反応式
[C:1]1([N:7]2[C:11]([CH2:12][CH2:13][CH2:14][CH2:15][C:16]([OH:18])=O)=[N:10][N:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:19]([N:21](CC)[CH2:22][CH3:23])[CH3:20].ClC(OCC(C)C)=O.C(NCC)C>CN(C)C=O>[CH2:19]([N:21]([CH2:22][CH3:23])[C:16](=[O:18])[CH2:15][CH2:14][CH2:13][CH2:12][C:11]1[N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:8]=[N:9][N:10]=1)[CH3:20]
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 142300655-(1-Phenyl-1,2,3,4-tetrazol-5-yl)valeric acid

生成物 1

HCID 13203396HCID 13203396、化合物収率 39.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

5-(1-Phenyl-1,2,3,4-tetrazol-5-yl)valeric acid (2.5 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 room temperature, and the mixture is stirred for 2 hours. After distilling off dimethylformamide under reduced pressure, acetone is added to the resulting residue, and the insoluble materials are filtered off. The mother liquor is concentrated and then purified by column chromatography (Kieselgel 60, made by Merck & Co.). By eluting with chloroform, there is obtained N,N-diethyl-5-(1-phenyl-1,2,3,4-tetrazol-5-yl)valeramide (1.2 g), colorless liquid, nD25 =1.5303.

後処理

  1. temperaturecooling
  2. stirringthe mixture is stirred for 2 hours
  3. distillationAfter distilling off dimethylformamide under reduced pressure, acetone
  4. additionis added to the resulting residue
  5. filtrationthe insoluble materials are filtered off
  6. concentrationThe mother liquor is concentrated
  7. custompurified by column chromatography (Kieselgel 60, made by Merck & Co.)
  8. washBy eluting with chloroform

出典と根拠

ORDレコード
ord-8b9bb20d5bfd481bbdb3e3a61760e092
出典データセット
uspto-grants-1987_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04663323

反応ノート

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