Ethane, 1-chloro-1-ethoxy- → 4,5-Dichloro-2-(3,4-dichlorophenyl)-1-(1-ethoxyethyl)pyrrole-3-carbonitril

HRID 232719

반응식

HRID 232719 반응식
[Cl:1][C:2]1[C:3]([C:16]#[N:17])=[C:4]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([Cl:15])[CH:9]=2)[NH:5][C:6]=1[Cl:7].CC(C)([O-])C.[K+].[CH2:24]([O:26][CH:27](Cl)[CH3:28])[CH3:25]>O1CCCC1>[Cl:1][C:2]1[C:3]([C:16]#[N:17])=[C:4]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([Cl:15])[CH:9]=2)[N:5]([CH:24]([O:26][CH2:27][CH3:28])[CH3:25])[C:6]=1[Cl:7]

참가 물질

5

반응물 3

HCID 23478Ethane, 1-chloro-1-ethoxy-HCID 1835554,5-dichloro-2-(3,4-dichlorophenyl)-1H-pyrrole-3-carbonitrileHCID 23665647Potassium tert-butoxide

생성물 1

HCID 233594694,5-Dichloro-2-(3,4-dichlorophenyl)-1-(1-ethoxyethyl)pyrrole-3-carbonitril수율 97.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To 4,5-dichloro-2-(3,4-dichlorophenyl)-pyrrole-3-carbonitrile (5.0 g, 0.016 mol) dissolved in 300 mL of tetrahydrofuran is added, portionwise, potassium t-butoxide (2.75 g, 0.025 mol) with ice cooling and stirring. The cooled mixture is treated with a solution of 1-chloroethyl ethyl ether (2.31 g, 0.021 mol) in 15 mL of tetrahydrofuran at 10° C. over a 5 minute period. The mixture is stirred for 1/2 hour at ambient temperatures, evaporated to a volume of 50 mL and poured into a mixture of 200 mL of ethyl acetate and 100 mL of water. The organic layer is separated, washed with water (2×100 mL), saturated NaCl solution (1×100 mL), dried over anhydrous magnesium sulfate and evaporated to give the title product 5.9 g, mp 124°-126° C.

후처리

  1. additionis added
  2. customevaporated to a volume of 50 mL
  3. additionpoured into a mixture of 200 mL of ethyl acetate and 100 mL of water
  4. customThe organic layer is separated
  5. washwashed with water (2×100 mL), saturated NaCl solution (1×100 mL)
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customevaporated

출처 및 근거

ORD 기록
ord-112c0cca36bb4ebc9e2e1395a5fe5a64
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05591765

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