Tetrabutylammonium Fluoride → N-{(1RS,2SR)-2-(3,4-dichlorobenzyl)-3-hydroxy-1-methylpropyl}phthalimide

HRID 52861노트

반응식

HRID 52861 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:29]=[CH:30][C:31]=1[Cl:32])[CH2:5][CH:6]([CH2:20][O:21][Si](C(C)(C)C)(C)C)[CH:7]([N:9]1[C:13](=[O:14])[C:12]2=[CH:15][CH:16]=[CH:17][CH:18]=[C:11]2[C:10]1=[O:19])[CH3:8].[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:29]=[CH:30][C:31]=1[Cl:32])[CH2:5][CH:6]([CH2:20][OH:21])[CH:7]([N:9]1[C:10](=[O:19])[C:11]2=[CH:18][CH:17]=[CH:16][CH:15]=[C:12]2[C:13]1=[O:14])[CH3:8]

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 19073670N-{(1RS,2SR)-2-(3,4-dichlorobenzyl)-3-(tert-butyldimethylsilyloxy)-1-methylpropyl}phthalimide

생성물 1

HCID 19073790N-{(1RS,2SR)-2-(3,4-dichlorobenzyl)-3-hydroxy-1-methylpropyl}phthalimide수율 47.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

1.07 g of the phthalimide compound thus obtained was dissolved in 15 ml of tetrahydrofuran, and 2.6 ml of a 1M tetrahydrofuran solution of tetrabutylammonium fluoride was added thereto. The mixture was stirred at room temperature overnight. The reaction solution was evaporated to dryness under reduced pressure. Then, the residue was dissolved in a liquid mixture of water and ethyl ether. The organic layer was collected by separation and then dried over anhydrous magnesium sulfate. The drying agent was separated by filtration, and then the solvent was distilled off under reduced pressure. The residue was subjected to medium pressure liquid chromatography (hexane/ethyl acetate=4/1→2/1) to obtain 0.39 g (yield: 47%) of N-{(1RS, 2SR)-2-(3,4-dichlorobenzyl)-3-hydroxy-1-methylpropyl}phthalimide.

후처리

  1. customThe reaction solution was evaporated to dryness under reduced pressure
  2. dissolutionThen, the residue was dissolved in a liquid mixture of water and ethyl ether
  3. customThe organic layer was collected by separation
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe drying agent was separated by filtration
  6. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-bbba894ec97946ac83af0016b10120d8
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05616803

반응 노트

불러오는 중…