Sodium amide → 5,5-Diethoxy-2-isopropyl-2-(2-methylphenyl) valeronitrile

HRID 231655

반응식

HRID 231655 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([CH:11]([CH3:13])[CH3:12])[C:9]#[N:10].[CH2:14]([O:16][CH:17]([O:21][CH2:22][CH3:23])[CH2:18][CH2:19]Cl)[CH3:15].[H-].[Na+].[NH2-].[Na+]>C1(C)C=CC=CC=1.COCCOC.CN(C)C=O.C1(C)C(C)=CC=CC=1.C1C=CC=CC=1>[CH2:14]([O:16][CH:17]([O:21][CH2:22][CH3:23])[CH2:18][CH2:19][C:8]([CH:11]([CH3:13])[CH3:12])([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[CH3:1])[C:9]#[N:10])[CH3:15]

참가 물질

10

반응물 4

HCID 24533Sodium amide2회HCID 24758Sodium hydrideHCID 962173-Chloro-1,1-diethoxypropaneHCID 142451303-Methyl-2-(2-methylphenyl)butanenitrile

생성물 1

HCID 142451405,5-Diethoxy-2-isopropyl-2-(2-methylphenyl) valeronitrile

시약·촉매·용매 5

HCID 241Benzene용매HCID 1140Toluene용매2회HCID 6228Dimethylformamide용매HCID 7237O-Xylene용매HCID 80711,2-Dimethoxyethane용매

실험 절차

The alkylation of 2-(2-methylphenyl)-3-methylbutyronitrile of Formula II: ##STR3## with 3,3-diethoxypropylchloride is carried out conveniently in an inert organic solvent in the presence of an alkaline condensing agent. Suitable inert organic solvents are aromatic hydrocarbons, e.g. benzene, toluene or commercial xylene, tertiary amides, e.g. dimethylformamide, or higher-boiling aliphatic ethers, e.g. ethyleneglycol dimethylether. Preferable alkaline condensing agent is sodium hydride or sodium amide. The reaction is advantageously effected by dropping a toluenic sodium amide suspension to a boiling solution of the above reactants in anhydrous toluene and refluxing the mixture for a period of 4 to 10 hours. The so formed acetal, 5,5-diethoxy-2-isopropyl-2-(2-methylphenyl) valeronitrile of Formula III: ##STR4## is isolated on cooling the mixture by short agitation with water, separation of the toluenic phase and evaporation of the solvent. The obtained crude product is purified by distillation under reduced pressure.

후처리

  1. customPreferable alkaline condensing agent
  2. temperaturerefluxing the mixture for a period of 4 to 10 hours

출처 및 근거

ORD 기록
ord-0e189ea67b774e1c8e29061ef379abed
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04847403

연결된 노트

불러오는 중…