N-ethyl carbazole → 3,6-Bis(4-chlorobutyryl)-N-ethylcarbazole

HRID 268140

반응식

HRID 268140 반응식
[CH2:1]([N:3]1[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH3:2].[Cl:16][CH2:17][CH2:18][CH2:19][C:20](Cl)=[O:21].[Cl-:23].[Al+3].[Cl-].[Cl-]>C(Cl)Cl>[Cl:16][CH2:17][CH2:18][CH2:19][C:20]([C:7]1[CH:6]=[CH:5][C:4]2[N:3]([CH2:1][CH3:2])[C:15]3[C:10]([C:9]=2[CH:8]=1)=[CH:11][C:12]([C:20](=[O:21])[CH2:19][CH2:18][CH2:17][Cl:23])=[CH:13][CH:14]=3)=[O:21]

참가 물질

5

반응물 3

HCID 6836N-ethyl carbazoleHCID 783704-Chlorobutyryl chlorideHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 123317903,6-Bis(4-chlorobutyryl)-N-ethylcarbazole

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 78.0g (0.4 mole) of N-ethylcarbazole and 141 g (1.0 mole) of 4-chlorobutyrylchloride in 1 l of methylene chloride, previously cooled to 0°C, 127.0 g (0.95 mole) of aluminum chloride was added portionwise. The mixture was stirred at room temperature for 16 hours, and the resulting complex was decomposed with concentrated HCl/ice. The organic layer was separated, washed with water, dried over magnesium sulfate and treated with pentane to precipitate the desired product which was recrystallized from acetone and then acetone-methanol. M.P. 106°-108°C, λmaxEtOH 259, E1cm1% 1030.

후처리

  1. customThe organic layer was separated
  2. washwashed with water
  3. dry with materialdried over magnesium sulfate
  4. additiontreated with pentane
  5. customto precipitate the desired product which
  6. customwas recrystallized from acetone

출처 및 근거

ORD 기록
ord-24a8612ce08642c3adfc87b5f32975fe
출처 데이터셋
uspto-grants-1976_03
특허 번호
US03946021

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