1,2-Dichloroethane → 1-(4-Ethoxyphenyl)cyclopropanecarbonitrile

HRID 867912노트

반응식

HRID 867912 반응식
[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].ClCCCl.Cl>CCCCCC.O1CCCC1.CCOCC>[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]

참가 물질

8

반응물 4

HCID 111,2-DichloroethaneHCID 313Hydrochloric AcidHCID 5839052-(4-Ethoxyphenyl)acetonitrileHCID 178418339Butyllithium

생성물 1

HCID 135372511-(4-Ethoxyphenyl)cyclopropanecarbonitrile

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매3회HCID 8058Hexane용매

실험 절차

To 7.5 ml (0.012 mol) of 1.7M n-butyllithium in hexane, at room temperature, under an atmosphere of nitrogen, is added rapidly 10 ml of anhydrous tetrahydrofuran, followed by a solution of 4-ethoxyphenyl acetonitrile (0.8 g 0.005 mol) in 4 ml of tetrahydrofuran, during 5 minutes. The reaction mixture is stirred magnetically for 1 hour then treated with 0.50 g (0.005 mol) of 1,2-dichloroethane in 10 ml of tetrahydrofuran, during a period of 40 minutes (slow addition is important). After 16 hours, the mixture is hydrolysed by 10 ml of 3N HCl and then taken up in ether, washed with water, sodium bicarbonate, water and dried over anhydrous sodium sulphate. The solvent is removed under reduced pressure. Yield: 0.64 g of a viscous semi-crystalline oil.

후처리

  1. addition(slow addition is important)
  2. waitAfter 16 hours
  3. washwashed with water, sodium bicarbonate, water
  4. dry with materialdried over anhydrous sodium sulphate
  5. customThe solvent is removed under reduced pressure

출처 및 근거

ORD 기록
ord-59ac74d9863d4a3695aa328bbcd68d0d
출처 데이터셋
uspto-grants-1988_10
특허 번호
US04777185

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