Citric Acid → HCID 19735035、化合物

HRID 326720ノート

反応式

HRID 326720 の反応式
[C:1]([CH:3]([CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1)[C:4]([OH:6])=[O:5])#[N:2].[Cl:17][C:18]1[CH:23]=[C:22]([Cl:24])[C:21]([Cl:25])=[CH:20][C:19]=1[OH:26].CCN=C=NCCCN(C)C.Cl.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C(Cl)Cl>[C:1]([CH:3]([CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1)[C:4]([O:6][CH2:18][CH3:19])=[O:5])#[N:2].[Cl:17][C:18]1[CH:23]=[C:22]([Cl:24])[C:21]([Cl:25])=[CH:20][C:19]=1[O:26][C:4](=[O:5])[CH:3]([C:1]#[N:2])[CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1

参加物

7

反応物 4

HCID 311Citric AcidHCID 72712,4,5-TrichlorophenolHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 19735046HCID 19735046、化合物

生成物 2

HCID 19735035HCID 19735035、化合物HCID 53675740HCID 53675740、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2-Cyano-3-(3-indolyl)propionic acid from Step a, 2,4,5-trichlorophenol (394 mg, 2 mmol) and EDCl (392 mg, 2 mmol) were combined in methylene chloride (10 mL) and the reaction mixture was stirred at ambient temperature overnight. The reaction mixture was added to 20 mL of 10% citric acid solution and the aqueous mixture was extracted with methylene chloride. The methylene chloride was evaporated under reduced pressure and the residue was purified by flash chromatography on silica gel eluting with ethyl acetate/hexane (1:4 to 1:2) to give 210 mg (37% yield from ethyl 2-cyano-3-(3-indolyl)propionate) of the title compound.

後処理

  1. extractionthe aqueous mixture was extracted with methylene chloride
  2. customThe methylene chloride was evaporated under reduced pressure
  3. customthe residue was purified by flash chromatography on silica gel eluting with ethyl acetate/hexane (1:4 to 1:2)

出典と根拠

ORDレコード
ord-463fe5aa312b4a6d9030c9e0a7bb87e9
出典データセット
uspto-grants-1993_12
特許番号
US05270302

反応ノート

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