Tetrahydrofuran → 4-(2-Propyl-3,4-dichlorophenoxy)butane nitrile

HRID 34968

反応式

HRID 34968 の反応式
[CH2:1]([C:4]1[C:9]([Cl:10])=[C:8]([Cl:11])[CH:7]=[CH:6][C:5]=1[OH:12])[CH2:2][CH3:3].O1CCCC1.BrC[CH2:20][CH2:21][CH2:22][C:23]#[N:24].[H-].[Na+]>O.C(OCC)(=O)C.CN(C)P(N(C)C)(N(C)C)=O>[CH2:1]([C:4]1[C:9]([Cl:10])=[C:8]([Cl:11])[CH:7]=[CH:6][C:5]=1[O:12][CH2:20][CH2:21][CH2:22][C:23]#[N:24])[CH2:2][CH3:3]

参加物

8

反応物 4

HCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 794355-BromopentanenitrileHCID 6003603,4-Dichloro-2-propylphenol

生成物 1

HCID 212972934-(2-Propyl-3,4-dichlorophenoxy)butane nitrile

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒HCID 12679Hexamethylphosphoramide溶媒

反応条件

温度
65 °C

実験手順

To a solution of 37.1 g. of 2-propyl-3,4-dichlorophenol in 400 ml. of dry tetrahydrofuran and 25 ml. of hexamethylphosphoramide were added 32 ml. of 5-bromovaleronitrile. Sodium hydride (7.2 g. of a 60% dispersion in mineral oil) was added and the reaction was stirred for about three days at 65° C. The reaction mixture was cooled to room temperature and ethyl acetate and water were added. The solution was evaporated and ethyl acetate and water were added. The layers were separated and the ethyl acetate was washed several times with dilute hydrochlorid acid. The organic layer was filtered through sodium sulfate and evaporated to provide the desired nitrile intermediate. NMR.

後処理

  1. additionof a 60% dispersion in mineral oil) was added
  2. temperatureThe reaction mixture was cooled to room temperature
  3. customThe solution was evaporated
  4. additionethyl acetate and water were added
  5. customThe layers were separated
  6. washthe ethyl acetate was washed several times with dilute hydrochlorid acid
  7. filtrationThe organic layer was filtered through sodium sulfate
  8. customevaporated

出典と根拠

ORDレコード
ord-926f1687b0174b80a0cedf65e944a367
出典データセット
uspto-grants-1988_08
特許番号
US04764521

関連ノート

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