Tetrahydrofuran → HCID 86602285, 화합물

HRID 504384노트

반응식

HRID 504384 반응식
[C:1]1([Mg]Br)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[O:9]=[C:10]1[CH2:14][N:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C@H:12]([C:22]([O:24][CH3:25])=[O:23])[CH2:11]1.O1CCCC1>CCOCC>[OH:9][C:10]1([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:14][N:13]([C:15]([O:17][C:18]([CH3:19])([CH3:20])[CH3:21])=[O:16])[C@H:12]([C:22]([O:24][CH3:25])=[O:23])[CH2:11]1

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 109884851-tert-butyl 2-methyl (2S)-4-oxopyrrolidine-1,2-dicarboxylateHCID 178418255HCID 178418255, 화합물

생성물 1

HCID 86602285HCID 86602285, 화합물

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

Phenylmagnesium bromide in ether (3.00M, 0.400 mL) was added to a solution of 1-tert-butyl 2-methyl (2S)-4-oxopyrrolidine-1,2-dicarboxylate (243.0 mg, 0.0009989 mol) in tetrahydrofuran (5.00 mL, 0.0616 mol) at −40° C. The reaction mixture was stirred at between −40° C. and −10° C. for 2 h and then was quenched with ammonium chloride solution (5 mL). The organic phase was separated and the aqueous phase was extracted with ethyl acetate (2×5 mL). The combined organic layers were washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was used directly in the next step without further purification.

후처리

  1. customwas quenched with ammonium chloride solution (5 mL)
  2. customThe organic phase was separated
  3. extractionthe aqueous phase was extracted with ethyl acetate (2×5 mL)
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was used directly in the next step without further purification

출처 및 근거

ORD 기록
ord-818b7a5f53c94c2c9f1f546e480c900f
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07776874B2

반응 노트

불러오는 중…