2,2-Dimethylbutanol → 6-Phenoxy-2-pyridylmethyl 2,2-dimethylbutyl ether

HRID 2371470노트

반응식

HRID 2371470 반응식
[OH-].[Na+].[CH3:3][C:4]([CH3:9])([CH2:7][CH3:8])[CH2:5][OH:6].Cl[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[N:13]=1>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1>[CH3:3][C:4]([CH3:9])([CH2:7][CH3:8])[CH2:5][O:6][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[N:13]=1

참가 물질

6

반응물 3

HCID 144542,2-DimethylbutanolHCID 14798Sodium HydroxideHCID 138492412-Chloromethyl-6-phenoxypyridine

생성물 1

HCID 148789686-Phenoxy-2-pyridylmethyl 2,2-dimethylbutyl ether수율 23%

시약·촉매·용매 2

HCID 74236Tetrabutylammonium Bromide촉매HCID 1140Toluene용매2회

실험 절차

4.4 Grams of a 45% aqueous sodium hydroxide solution, 100 mg of tetrabutylammonium bromide and 5 ml of toluene were mixed, and to the resulting mixture, a solution of 0.7 g of 2,2-dimethylbutanol and 1.72 g of 2-chloromethyl-6-phenoxypyridine in 10 ml of toluene was added at room temperature under a nitrogen atmosphere. After 12 hours, the reaction solution was poured into hydrochloric acid-ice water and extracted twice with diethyl ether. The ether layers were combined, washed with a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was treated by preparative thin layer chromatography (developing solvent, hexane:ethyl acetate=5:1) to obtain 0.45 g of desired 6-phenoxy-2-pyridylmethyl 2,2-dimethylbutyl ether [present compound (17)] as an oily product.

후처리

  1. extractionextracted twice with diethyl ether
  2. washwashed with a saturated aqueous sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed under reduced pressure
  5. additionthe residue was treated by preparative thin layer chromatography (developing solvent, hexane:ethyl acetate=5:1)

출처 및 근거

ORD 기록
ord-d138186232704f38b3b30e69e9b9f1ef
출처 데이터셋
uspto-grants-1992_03
특허 번호
US05093373

반응 노트

불러오는 중…