4,4-Dimethyl-pent-2-enoic acid methyl ester → 4,4-Dimethyl-pentanoic acid methyl ester

HRID 2249956

반응식

HRID 2249956 반응식
[CH3:1][O:2][C:3](=[O:10])[CH:4]=[CH:5][C:6]([CH3:9])([CH3:8])[CH3:7]>CO.C(OCC)(=O)C.[Pd]>[CH3:1][O:2][C:3](=[O:10])[CH2:4][CH2:5][C:6]([CH3:9])([CH3:8])[CH3:7]

참가 물질

5

반응물 1

HCID 5582314,4-Dimethyl-pent-2-enoic acid methyl ester

생성물 1

HCID 126561444,4-Dimethyl-pentanoic acid methyl ester수율 81%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

4,4-Dimethyl-pent-2-enoic acid methyl ester (8.52 g, 60.0 mmol) was dissolved in MeOH (30 mL) and ethyl acetate (30 mL). Palladium on carbon (10 wt %) (˜50 mg) was added to the reaction and was placed under a H2 balloon (1 atm). The reaction was allowed to stir for 12 hours, flushed with nitrogen and filtered over a pad of celite. Evaporated to provide 4,4-dimethyl-pentanoic acid methyl ester (7.0 g, 48.5 mmol, 81%) as a colorless oil: 1H NMR (CDCl3, 400 MHz) δ 0.89 (s, 9H), 1.53-1.57 (m, 2H), 2.26-2.30 (m, 2H), 3.67 (s, 3H).

후처리

  1. customflushed with nitrogen
  2. filtrationfiltered over a pad of celite
  3. customEvaporated

출처 및 근거

ORD 기록
ord-2ef06503ae8c4f5f8c6fe69dde61ddb4
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07314872B2

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