Triethylamine → HCID 692365, 화합물

HRID 279198

반응식

HRID 279198 반응식
[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]

참가 물질

7

반응물 3

HCID 8471TriethylamineHCID 8635Methyl AnthranilateHCID 6871263-Nitrocinnamic acid

생성물 1

HCID 692365HCID 692365, 화합물

시약·촉매·용매 3

HCID 6228Dimethylformamide촉매HCID 24386Thionyl Chloride용매HCID 312751,4-Dioxane용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-45a77e7e73d34144af64f251bb19d2a5
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06362210B1

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