Triethylamine → HCID 692365、化合物

HRID 2086561

反応式

HRID 2086561 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:12]=[CH:13][CH:14]=1)/[CH:7]=[CH:8]/[C:9]([OH:11])=O)([O-:3])=[O:2].[C:15]([O:24][CH3:25])(=[O:23])[C:16]1[C:17](=[CH:19][CH:20]=[CH:21][CH:22]=1)[NH2:18].C(N(CC)CC)C>S(Cl)(Cl)=O.CN(C)C=O.O1CCOCC1>[CH3:25][O:24][C:15]([C:16]1[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=1[NH:18][C:9](=[O:11])/[CH:8]=[CH:7]/[C:6]1[CH:12]=[CH:13][CH:14]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)=[O:23]

参加物

7

反応物 3

HCID 8471TriethylamineHCID 8635Methyl AnthranilateHCID 6871263-Nitrocinnamic acid

生成物 1

HCID 692365HCID 692365、化合物

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide触媒HCID 24386Thionyl Chloride溶媒HCID 312751,4-Dioxane溶媒

実験手順

965 mg (5.0 mmol) of trans-3-nitrocinnamic acid are refluxed for 20 minutes in 3 ml of thionyl chloride after the addition of one drop of dimethylformamide. Then the mixture is evaporated to dryness in vacuo and the resulting acid chloride is dissolved in 10 ml of dioxane. This solution is slowly added dropwise, with stirring, at ambient temperature, to a solution of 756 mg (5.0 mmol) of methyl anthranilate and 1.5 ml of triethylamine in 10 ml of dioxane. After one hour the solvent is evaporated off in vacuo, the residue is stirred into about 10 ml of water, then filtered off and the resulting crude product is purified by column chromatography over silica gel (eluant: dichloromethane/petroleum ether=2:1).

後処理

  1. customThen the mixture is evaporated to dryness in vacuo
  2. dissolutionthe resulting acid chloride is dissolved in 10 ml of dioxane
  3. additionThis solution is slowly added dropwise
  4. customAfter one hour the solvent is evaporated off in vacuo
  5. filtrationfiltered off
  6. customthe resulting crude product is purified by column chromatography over silica gel (eluant: dichloromethane/petroleum ether=2:1)

出典と根拠

ORDレコード
ord-7f791fbf7d284f2b817dbf6910f49c51
出典データセット
uspto-grants-2004_04
特許番号
US06727250B2

関連ノート

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