Potassium Hydroxide → HCID 20032358, 화합물

HRID 231451노트

반응식

HRID 231451 반응식
[CH3:1][O:2][NH:3][C:4](=[O:6])[CH3:5].[OH-].[K+].[F:9][C:10]1[CH:17]=[CH:16][C:13]([CH2:14]Br)=[C:12]([Cl:18])[CH:11]=1>O1CCCC1.C(OCC)C.C1OCCOCCOCCOCCOCCOC1>[Cl:18][C:12]1[CH:11]=[C:10]([F:9])[CH:17]=[CH:16][C:13]=1[CH2:14][N:3]([O:2][CH3:1])[C:4](=[O:6])[CH3:5]

참가 물질

7

반응물 3

HCID 14797Potassium HydroxideHCID 138591N-MethoxyacetamideHCID 27250621-(Bromomethyl)-2-chloro-4-fluorobenzene

생성물 1

HCID 20032358HCID 20032358, 화합물수율 33.5%

시약·촉매·용매 3

HCID 2855718-Crown-6촉매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매2회

실험 절차

To a stirred mixture of 1.95 g (0.0219 mole) of N-methoxyacetamide, 1.23 g 0.022 mole) of powdered potassium hydroxide, and a small amount (~0.05 g) of 18-crown-6 in 10 ml of tetrahydrofuran was added a solution of 5.05 g (0.0226 mole) of 4-fluoro-2-chlorobenzyl bromide in 15 ml of tetrahydrofuran. This mixture was heated at reflux for approximately 17 hours and then was allowed to cool to room temperature. The mixture was diluted with 125 ml of diethyl ether and was washed with an aqueous, saturated sodium chloride solution. The organic phase was dried over anhydrous magnesium sulfate and filtered. The filtrate was evaporated under reduced pressure leaving a yellow oil. This oil was purified by column chromatography on silica gel, eluting with ethyl acetate:n-heptane (25:75) followed by ethyl acetate:n-heptane (50:50) , to yield 1.7 g of N-(2-chloro-4-fluoro-benzyl)-N-methoxyacetamide as an oil.

후처리

  1. temperatureThis mixture was heated
  2. temperatureat reflux for approximately 17 hours
  3. washwas washed with an aqueous, saturated sodium chloride solution
  4. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customThe filtrate was evaporated under reduced pressure
  7. customleaving a yellow oil
  8. customThis oil was purified by column chromatography on silica gel
  9. washeluting with ethyl acetate:n-heptane (25:75)

출처 및 근거

ORD 기록
ord-0762b866d1654bfe961474f9b99ac86b
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04846882

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