Hydrochloric Acid → HCID 60123706, 화합물

HRID 348395노트

반응식

HRID 348395 반응식
[C:1]1([Mg]Br)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(OC)[C:11]([C@@H:13]1[CH2:17][C:16](=[O:18])[N:15]([C@@H:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH3:20])[CH2:14]1)=[O:12].Cl>O1CCCC1>[C:1]1([C:11]([C@H:13]2[CH2:14][N:15]([C@@H:19]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH3:20])[C:16](=[O:18])[CH2:17]2)=[O:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 20741434HCID 20741434, 화합물HCID 178418255HCID 178418255, 화합물

생성물 1

HCID 60123706HCID 60123706, 화합물수율 89%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Under a nitrogen atmosphere, phenylmagnesium bromide (3N diethyl ether solution, 15 ml) was added dropwise to a tetrahydrofuran solution (50 ml) of N-methyl-N-methoxy-1-[1-(R)-phenylethyl]-5-oxopyrrolidine-3-(R)-carboxamide (2.49 g, 9.0 mmol), followed by stirring at room temperature for 30 minutes. To the reaction solution was added 1 mol/l hydrochloric acid (50 ml) under ice cooling and the mixture was extracted with ethyl acetate (8 ml×2). The organic layer was washed with saturated saline (100 ml) and dried over anhydrous sodium sulfate. After removal of the solvent under reduced pressure, the residue was subjected to silica gel column chromatography. Elution with n-hexane/ethyl acetate (1/1) afforded the title compound (2.36 g, 89%) as a pale yellow oil.

후처리

  1. extractionthe mixture was extracted with ethyl acetate (8 ml×2)
  2. washThe organic layer was washed with saturated saline (100 ml)
  3. dry with materialdried over anhydrous sodium sulfate
  4. customAfter removal of the solvent under reduced pressure
  5. washElution with n-hexane/ethyl acetate (1/1)

출처 및 근거

ORD 기록
ord-ac7b057d635b4ebc8cca86bf17b4bc4a
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176313B2

반응 노트

불러오는 중…