Potassium hydride → 4-(2,2-dimethyl-1-oxopropyl)-N-[4-(2,2-dimethyl-1-oxopropyl)-benzoyl]benzamide

HRID 1768669노트

반응식

HRID 1768669 반응식
[CH3:1][C:2]([CH3:15])([CH3:14])[C:3]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([NH2:11])=[O:10])=[CH:7][CH:6]=1)=[O:4].[H-].[K+].[H][H].[CH3:20][C:21]([CH3:34])([CH3:33])[C:22]([C:24]1[CH:32]=[CH:31][C:27]([C:28](Cl)=[O:29])=[CH:26][CH:25]=1)=[O:23]>O1CCCC1.CCCCCC>[CH3:1][C:2]([CH3:15])([CH3:14])[C:3]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([NH:11][C:28](=[O:29])[C:27]2[CH:26]=[CH:25][C:24]([C:22](=[O:23])[C:21]([CH3:20])([CH3:33])[CH3:34])=[CH:32][CH:31]=2)=[O:10])=[CH:7][CH:6]=1)=[O:4]

참가 물질

7

반응물 4

HCID 82127Potassium hydrideHCID 105362344-(2,2-Dimethyl-1-oxopropyl)-benzamideHCID 11806342Benzoyl chloride, 4-(2,2-dimethyl-1-oxopropyl)-HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 98007244-(2,2-dimethyl-1-oxopropyl)-N-[4-(2,2-dimethyl-1-oxopropyl)-benzoyl]benzamide

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매

반응 조건

온도
0 °C

실험 절차

4.2 grams (20.5 mmoles) of 4-(2,2-dimethyl-1-oxopropyl) benzamide is dissolved in 100 milliliters of dry tetrahydrofuran. The solution is cooled to 0° C., and 3.7 grams (22.6 mmoles) of potassium hydride (from a 24.5% mixture in mineral oil) which has been washed free of oil with hexane, is added. After hydrogen evolution has ceased, (approximately 2 hours), a solution of 4.6 grams (20.5 mmoles) of 4-(2,2-dimethyl-1-oxopropyl)-benzoyl chloride in 20 milliliters of dry tetrahydrofuran is added dropwise at 0° C. When addition is complete, the reaction mixture is concentrated in vacuo, and the residue is then dissolved in methylene dichloride and filtered to remove solids. The filtrate is purified by flash chromatography (3 inch column and 0.3% then 1% methanol/methylene chloride to elute) and crystallized from diethyl ether to yield the title product (m.p. 131°-132° C.).

후처리

  1. additionis added
  2. custom, (approximately 2 hours),
  3. additionis added dropwise at 0° C
  4. additionWhen addition
  5. concentrationthe reaction mixture is concentrated in vacuo
  6. dissolutionthe residue is then dissolved in methylene dichloride
  7. filtrationfiltered
  8. customto remove solids
  9. customThe filtrate is purified by flash chromatography (3 inch column and 0.3%
  10. wash1% methanol/methylene chloride to elute) and
  11. customcrystallized from diethyl ether

출처 및 근거

ORD 기록
ord-c881b126b3004ca1929902fc5ee5105c
출처 데이터셋
uspto-grants-1995_01
특허 번호
US05378728

반응 노트

불러오는 중…