Triphenylphosphine → HCID 86757788、化合物

HRID 1699738ノート

反応式

HRID 1699738 の反応式
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[F:20][C:21]([F:35])([F:34])[C:22]([NH:24][CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([OH:33])[CH:28]=1)=[O:23].[CH3:36][O:37][C:38](=[O:55])[C:39]1[CH:44]=[C:43]([CH2:45]O)[CH:42]=[C:41]([C:47]2[CH:52]=[CH:51][CH:50]=[C:49]([C:53]#[N:54])[CH:48]=2)[CH:40]=1.[Cl-].[NH4+]>CCOC(/N=N/C(OCC)=O)=O>[CH3:36][O:37][C:38](=[O:55])[C:39]1[CH:44]=[C:43]([CH2:45][O:33][C:29]2[CH:30]=[CH:31][CH:32]=[C:27]([CH2:26][CH2:25][NH:24][C:22](=[O:23])[C:21]([F:34])([F:35])[F:20])[CH:28]=2)[CH:42]=[C:41]([C:47]2[CH:52]=[CH:51][CH:50]=[C:49]([C:53]#[N:54])[CH:48]=2)[CH:40]=1

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 25517Ammonium ChlorideHCID 9881809HCID 9881809、化合物HCID 183695702,2,2-trifluoro-N-(2-(3-hydroxyphenyl)ethyl)ethanamide

生成物 1

HCID 86757788HCID 86757788、化合物収率 62.5%

試薬・触媒・溶媒 1

HCID 5462977Diethyl azodicarboxylate溶媒

実験手順

110 mg of triphenylphosphine was dissolved in 5 ml of N-methylphosphine in the atmosphere of nitrogen, and 178 μl of DEAD was dropwisely dropped on the solution at 0° C. The obtained solution was mixed with 61 mg of (2,2,2-trifluoro-N-(2-(3-hydroxyphenyl)ethyl)ethanamide and 70 mg of 3-(3-cyanophenyl)-5-(hydroxymethyl)benzoic acid methyl ester, stirred at room temperature overnight and then poured on an aqueous solution of ammonium chloride to stop the reaction. The solution was extracted with ethyl acetate, and the obtained organic layer was dried. The solvent was distilled away, and the residue was purified by silica gel chromatography to obtain 79 mg (62.5%) of the title compound. Colorless solid.

後処理

  1. additionwas dropwisely dropped on the solution at 0° C
  2. customthe reaction
  3. extractionThe solution was extracted with ethyl acetate
  4. customthe obtained organic layer was dried
  5. distillationThe solvent was distilled away
  6. customthe residue was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-ee51d465add44f8091b2ac1b944bf328
出典データセット
uspto-grants-2002_02
特許番号
US06348478B1

反応ノート

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