Potassium tert-butoxide → 1,2-Dichloro-4-{1-[(4-methoxyphenoxy)methyl]ethenyl}benzene

HRID 1022593노트

반응식

HRID 1022593 반응식
[CH3:1]C(C)([O-])C.[K+].[Cl:7][C:8]1[CH:9]=[C:10]([C:15](=O)[CH2:16][O:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)[CH:11]=[CH:12][C:13]=1[Cl:14]>[Br-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C1COCC1.O>[Cl:14][C:13]1[CH:12]=[CH:11][C:10]([C:15]([CH2:16][O:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[CH2:1])=[CH:9][C:8]=1[Cl:7]

참가 물질

6

반응물 2

HCID 23665647Potassium tert-butoxideHCID 43413487HCID 43413487, 화합물

생성물 1

HCID 669753991,2-Dichloro-4-{1-[(4-methoxyphenoxy)methyl]ethenyl}benzene수율 31.7%

시약·촉매·용매 3

HCID 74505Methyltriphenyliphosphonium bromide촉매HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of methyltriphenylphosphonium bromide (60.3 g) in THF (800 mL) was added potassium tert-butoxide (20.7 g), and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added dropwise a solution of 1-(3,4-dichlorophenyl)-2-(4-methoxyphenoxy)ethanone (48 g) in THF (400 ml), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was diluted with water, and the mixture was extracted with ethyl acetate. The obtained extract was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (15.1 g).

후처리

  1. stirringthe mixture was stirred at room temperature for 3 hr
  2. extractionthe mixture was extracted with ethyl acetate
  3. extractionThe obtained extract
  4. washwas washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customThe obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-7abfeb10c2ec4f4aa95fd94669af97b7
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722662B2

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