Isopropyl iodide → N-(2-Fluoro-5-isopropoxyphenyl)-3,4,5,6-tetrahydrophthalimide

HRID 1284609노트

반응식

HRID 1284609 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[N:9]1[C:13](=[O:14])[C:12]2[CH2:15][CH2:16][CH2:17][CH2:18][C:11]=2[C:10]1=[O:19].[CH:20](I)([CH3:22])[CH3:21].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH:20]([CH3:22])[CH3:21])=[CH:4][C:3]=1[N:9]1[C:13](=[O:14])[C:12]2[CH2:15][CH2:16][CH2:17][CH2:18][C:11]=2[C:10]1=[O:19]

참가 물질

5

반응물 3

HCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 13519181N-(2-fluoro-5-hydroxyphenyl)-3,4,5,6-tetrahydrophthalimide

생성물 1

HCID 13556385N-(2-Fluoro-5-isopropoxyphenyl)-3,4,5,6-tetrahydrophthalimide수율 77.5%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

N-(2-Fluoro-5-hydroxyphenyl)-3,4,5,6-tetrahydrophthalimide (VI) (10 g), isopropyl iodide (7 g) and anhydrous potassium carbonate (5.2 g) were dissolved in acetonitrile (100 ml), and the resultant solution was heated under reflux for 2.5 hours. After cooling, the reaction mixture was extracted with ethyl acetate. The extract was concentrated, and the precipitated crystals were collected by filtration to give 9 g of N-(2-fluoro-5-isopropoxyphenyl)-3,4,5,6-tetrahydrophthalimide (II: R=isopropyl). M.P. 62.8° C.

후처리

  1. temperatureunder reflux for 2.5 hours
  2. temperatureAfter cooling
  3. extractionthe reaction mixture was extracted with ethyl acetate
  4. concentrationThe extract was concentrated
  5. filtrationthe precipitated crystals were collected by filtration

출처 및 근거

ORD 기록
ord-e0cc733b4d1e4119ac076070b0f760a5
출처 데이터셋
uspto-grants-1986_01
특허 번호
US04563535

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