Sodium Hydroxide → 6-Phenoxy-2-pyridylmethyl 2-ethyl-2-methylbutyl ether

HRID 1084773노트

반응식

HRID 1084773 반응식
[OH-].[Na+].[CH2:3]([C:5]([CH3:10])([CH2:8][CH3:9])[CH2:6][OH:7])[CH3:4].[O:11]([C:18]1[N:23]=[C:22]([CH2:24]Cl)[CH:21]=[CH:20][CH:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1>[CH2:3]([C:5]([CH3:10])([CH2:8][CH3:9])[CH2:6][O:7][CH2:24][C:22]1[CH:21]=[CH:20][CH:19]=[C:18]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:23]=1)[CH3:4]

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 876052,2-Diethyl-1-propanolHCID 138492412-Chloromethyl-6-phenoxypyridine

생성물 1

HCID 148790006-Phenoxy-2-pyridylmethyl 2-ethyl-2-methylbutyl ether수율 71.9%

시약·촉매·용매 2

HCID 74236Tetrabutylammonium Bromide촉매HCID 1140Toluene용매2회

실험 절차

Under a nitrogen atmosphere, 3.83 g of a 45% aqueous sodium hydroxide solution, 120 mg of tetrabutylammonium bromide and 5 ml of toluene were mixed, and to the resulting mixture solution, a solution of 1.0 g of 2-ethyl-2-methylbutanol and 1.51 g of 6-phenoxy-2-chloromethylpyridine in 5 ml of toluene was added at room temperature. After stirring at room temperature for 16 hours, the reaction solution was poured into dilute hydrochloric acid-ice water and extracted twice with toluene. The toluene layers were combined, washed with a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was subjected to column chromatography on silica gel (developing solvent, n-hexane: ethyl acetate=50:1) to obtain 1.48 g of desired 6-phenoxy-2-pyridylmethyl 2-ethyl-2-methylbutyl ether [present compound (35)] as a colorless oily product.

후처리

  1. extractionextracted twice with toluene
  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

출처 및 근거

ORD 기록
ord-1b780f3b456c487b80e83376170b96df
출처 데이터셋
uspto-grants-1991_04
특허 번호
US05006538

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