Carbon Dioxide → 2-(4-(4-Chlorobutanoyl)phenyl)-2-methylpropanoic acid

HRID 1018093

반응식

HRID 1018093 반응식
[Mg].[C:2](=[O:4])=[O:3].Cl[C:6]([C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:20])[CH2:16][CH2:17][CH2:18][Cl:19])=[CH:11][CH:10]=1)([CH3:8])[CH3:7].Cl>[Cl-].C([N+](CC)(CC)CC)C.CN(C)C=O.[Ag]>[Cl:19][CH2:18][CH2:17][CH2:16][C:15]([C:12]1[CH:11]=[CH:10][C:9]([C:6]([CH3:8])([CH3:7])[C:2]([OH:4])=[O:3])=[CH:14][CH:13]=1)=[O:20]

참가 물질

8

반응물 4

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 5462224MagnesiumHCID 234998621-[4-(1-Chloro-1-methyl-ethyl)-phenyl)-4-chloro-butan-1-one

생성물 1

HCID 109235672-(4-(4-Chlorobutanoyl)phenyl)-2-methylpropanoic acid수율 72%

시약·촉매·용매 3

HCID 5946Tetraethylammonium Chloride촉매HCID 23954Silver촉매HCID 6228Dimethylformamide용매

반응 조건

온도
-10 °C

실험 절차

Fit a jacketed glass cell of 50 mL capacity with an expanded silver mesh cathode (14 cm2 geometric area), a roughly concentric magnesium sacrificial anode, a tube to deliver carbon dioxide gas, and a magnetic stir bar. Cool the cell to −10° C. under carbon dioxide. Add a solution of tetraethylammonium chloride (40 mL of a 0.02M solution in dimethylformamide) and 1-[4-(1-chloro-1-methyl-ethyl)-phenyl]-4-chloro-butan-1-one (2.91 g, 85% pure by NMR, 9.81 mmol) and carry out electrolysis for 178 minutes at an average current density of 12.4 mA cm−2; the total charge passed is equal to 98% of the calculated theoretical two electron value. Warm the contents of the cell to ambient temperature, drain the contents, acidify with chilled aqueous 6M hydrochloric acid, extract and evaporate the solvent in vacuo to give the title compound (1.89 g, 72%).

후처리

  1. customfor 178 minutes
  2. additionthe total charge
  3. temperatureWarm the contents of the cell to ambient temperature
  4. extractionextract
  5. customevaporate the solvent in vacuo

출처 및 근거

ORD 기록
ord-145eae0fe0eb4648a28ad6f2939797b1
출처 데이터셋
uspto-grants-2002_11
특허 번호
US06479663B2

연결된 노트

불러오는 중…