Methyl iodide → 1-Benzyl-3,3-dimethylpiperidin-4-one

HRID 457076노트

반응식

HRID 457076 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=[O:14])[CH:10]([CH3:15])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:16]C(C)([O-])C.[K+].CI>C1COCC1>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=[O:14])[C:10]([CH3:16])([CH3:15])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 5609651-Benzyl-3-methyl-4-piperidoneHCID 23665647Potassium tert-butoxide

생성물 1

HCID 97944131-Benzyl-3,3-dimethylpiperidin-4-one

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1-Benzyl-3-methyl-piperidin-4-one (2.03 g, 10 mmol) in THF (10 mL) was added potassium t-Butoxide (1.1 g, 10 mmol) and methyl iodide (0.62 mL, 10 mmol). The solution was then stirred at room temperature for about 72 hours. The reaction was quenched with brine and extracted with ethyl acetate. The combined organic layers were concentrated in vacuo, then purified by flash chromatography on silica gel (35 g SiO2, gradient elution from 100% hexane to 100% ethyl acetate) to yield the title compound as a colorless oil.

후처리

  1. customThe reaction was quenched with brine
  2. extractionextracted with ethyl acetate
  3. concentrationThe combined organic layers were concentrated in vacuo
  4. custompurified by flash chromatography on silica gel (35 g SiO2, gradient elution from 100% hexane to 100% ethyl acetate)

출처 및 근거

ORD 기록
ord-69e6bdda8ab44dfe864a39fc5e008265
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07186729B2

반응 노트

불러오는 중…