Dimethylformamide dimethyl acetal → HCID 86662869、化合物

HRID 1483810ノート

反応式

HRID 1483810 の反応式
[F:1][C:2]([F:14])([F:13])[O:3][C:4]1[CH:5]=[C:6]([CH2:10][C:11]#[N:12])[CH:7]=[CH:8][CH:9]=1.CCN(C(C)C)C(C)C.CO[CH:26](OC)[N:27]([CH3:29])[CH3:28]>>[CH3:29][N:27]([CH3:28])[CH:26]=[C:10]([C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([O:3][C:2]([F:1])([F:13])[F:14])[CH:5]=1)[C:11]#[N:12]

参加物

4

反応物 3

HCID 78373Dimethylformamide dimethyl acetalHCID 81531DiisopropylethylamineHCID 5179063-(Trifluoromethoxy)phenylacetonitrile

生成物 1

HCID 86662869HCID 86662869、化合物収率 72%

実験手順

A mixture of 3-trifluoromethoxyphenylacetonitrile (2.5 grams, 12.43 mmol), DIPEA (0.321 grams, 2.48 mmol), and dimethyl formamide dimethyl acetal (20 mL) were heated at reflux for 4 h. On cooling, the reaction was partitioned between EtOAc and saturated aqueous NH4Cl solution. The aqueous phase was extracted with ethyl acetate and the combined organic phase washed with brine and concentrated in vacuo. The crude product was purified by chromatography (ethyl acetate/hexane, 0-10%) on silica gel (24 grams) to give pure product (2.3 grams, 8.98 mmol, 72% yield.).

後処理

  1. temperaturewere heated
  2. temperatureat reflux for 4 h
  3. temperatureOn cooling
  4. customthe reaction was partitioned between EtOAc and saturated aqueous NH4Cl solution
  5. extractionThe aqueous phase was extracted with ethyl acetate
  6. washthe combined organic phase washed with brine
  7. concentrationconcentrated in vacuo
  8. customThe crude product was purified by chromatography (ethyl acetate/hexane, 0-10%) on silica gel (24 grams)
  9. customto give pure product (2.3 grams, 8.98 mmol, 72% yield.)

出典と根拠

ORDレコード
ord-7e11d1d1871f4df89f203fb5a3b65e82
出典データセット
uspto-grants-2016_08
特許番号
US09416132B2

反応ノート

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