Hydrochloric Acid → 1-(4-Ethoxyphenyl)cyclopropanecarbonitrile

HRID 986406ノート

反応式

HRID 986406 の反応式
[CH2:1]([Li])[CH2:2]CC.[CH2:6]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]#[N:17])=[CH:11][CH:10]=1)[CH3:7].ClC(Cl)C.Cl>C1COCC1>[C:16]([C:15]1([C:12]2[CH:13]=[CH:14][C:9]([O:8][CH2:6][CH3:7])=[CH:10][CH:11]=2)[CH2:2][CH2:1]1)#[N:17]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 63651,1-DichloroethaneHCID 5839052-(4-Ethoxyphenyl)acetonitrileHCID 178418339Butyllithium

生成物 1

HCID 135372511-(4-Ethoxyphenyl)cyclopropanecarbonitrile

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
25 °C

実験手順

1.6M n-Butyllithium (680 ml) is added over 5 min to a stirred solution of 4-ethoxyphenyl acetonitrile (56 g) in anhydrous THF (600 ml) at 25° C. under an atmosphere of nitrogen. After 1 h, a solution of 1.2 dichloroethane (111 g) in anhydrous THF (300 ml) is added dropwise over 2 h and the mixture stirred at 25° C. for 16 h. The mixture is then poured onto 3N HCl (1 l ), concentrated under reduced pressure, extracted with diethyl ether (x3), washed with water, dried over anhydrous sodium sulphate, the solvent removed under reduced pressure and the residue distilled to give the product, b.p. 116°-120° C., yield 40 g. nD 1.5320.

後処理

  1. concentrationconcentrated under reduced pressure
  2. extractionextracted with diethyl ether (x3)
  3. washwashed with water
  4. dry with materialdried over anhydrous sodium sulphate
  5. customthe solvent removed under reduced pressure
  6. distillationthe residue distilled
  7. customto give the product, b.p. 116°-120° C., yield 40 g

出典と根拠

ORDレコード
ord-a27941921a974a759477b10eaf5cb161
出典データセット
uspto-grants-1987_12
特許番号
US04713392

反応ノート

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