Sodium Hydroxide → HCID 68534647, 화합물

HRID 1992861노트

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HRID 1992861 반응식
[CH3:1][CH:2]([CH3:19])[CH:3]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=1)[CH2:4][C:5]([O:7]CC)=[O:6].[OH-].[Na+]>C1COCC1.CCO>[CH3:1][CH:2]([CH3:19])[CH:3]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=1)[CH2:4][C:5]([OH:7])=[O:6]

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 68536371HCID 68536371, 화합물

생성물 1

HCID 68534647HCID 68534647, 화합물수율 100.1%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
60 °C

실험 절차

Ethyl 4-methyl-3-{[3-(methyloxy)phenyl]methyl}pentanoate (66) (1.72 g, 6.51 mmol) was dissolved in THF (30 mL) and EtOH (30 mL). To this solution was added 1 N NaOH (35 mL). The reaction mixture was heated at 60° C. for 1.5 h. Cooled, the mixture was extracted with EtOAc. The combined extract was washed with brine, dried over Na2SO4, filtered, and the filtrate was concentrated to give 1.54 g (100%) of the crude product 67 as a yellow oil. The crude product was used without further purification. 1H NMR (400 MHz, CDCl3): δ 0.91 (d, J=6.9 Hz, 3H), 0.94 (d, J=6.7 Hz, 3H), 1.70-1.80 (m, 1H), 2.10-2.25 (m, 2H), 2.32 (dd, J1=15.3 Hz, J2=6.5 Hz, 1H), 2.46 (dd, J1=13.7 Hz, J2=8.2 Hz, 1H), 2.67 (dd, J1=13.7 Hz, J2=6.4 Hz, 1H), 3.79 (s, 3H), 6.70-6.80 (m, 3H), 7.15-7.25 (m, 1H).

후처리

  1. temperatureCooled
  2. extractionthe mixture was extracted with EtOAc
  3. extractionThe combined extract
  4. washwas washed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-2f03de0ee15a45a3b99087be59387b1b
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07649093B2

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