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2,6-Divinyl-isonicotinic acid tert-butyl ester → 2,6-Diethylisonicotinic acid tert-butyl ester

HRID 1908729
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HRID 1908729 반응식
[C:1]([O:5][C:6](=[O:17])[C:7]1[CH:12]=[C:11]([CH:13]=[CH2:14])[N:10]=[C:9]([CH:15]=[CH2:16])[CH:8]=1)([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6](=[O:17])[C:7]1[CH:12]=[C:11]([CH2:13][CH3:14])[N:10]=[C:9]([CH2:15][CH3:16])[CH:8]=1)([CH3:3])([CH3:4])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 670270962,6-Divinyl-isonicotinic acid tert-butyl ester

생성물 1

HCID 670269262,6-Diethylisonicotinic acid tert-butyl ester수율 88.8%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

To a solution of 2,6-divinyl-isonicotinic acid tert-butyl ester (703 mg, 3.04 mmol) in methanol (15 mL), Pd/C (50 mg, 10% Pd) is added and the mixture is stirred under 1 atm of H2 at rt for 15 h. The catalyst is filtered off and the filtrate is evaporated. The remaining residue is purified by CC on silica gel eluting with heptane:EA 5:1 to give 2,6-diethyl-isonicotinic acid tert-butyl ester (635 mg) as a colourless oil; LC-MS: tR=1.05 min, [M+1]+=236.13.

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후처리

  1. filtrationThe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. customThe remaining residue is purified by CC on silica gel eluting with heptane:EA 5:1

출처 및 근거

ORD 기록
ord-c031282fff3e4c7989578d03c02ec71d
출처 데이터셋
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08598208B2

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