Gamma-Butyrolactone → 1,3-Dioxo-6-hydroxy-1(3'-tert-butyl-phenyl)-hexane

HRID 733178

반응식

HRID 733178 반응식
[H-].[Na+].[C:3]1(=[O:8])[O:7][CH2:6][CH2:5][CH2:4]1.[C:9]([C:13]1[CH:14]=[C:15]([C:19](=[O:21])[CH3:20])[CH:16]=[CH:17][CH:18]=1)([CH3:12])([CH3:11])[CH3:10].[Cl-].[NH4+]>CCOCC.C(O)C>[O:21]=[C:19]([C:15]1[CH:16]=[CH:17][CH:18]=[C:13]([C:9]([CH3:12])([CH3:11])[CH3:10])[CH:14]=1)[CH2:20][C:3](=[O:8])[CH2:4][CH2:5][CH2:6][OH:7]

참가 물질

7

반응물 4

HCID 7302Gamma-ButyrolactoneHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 136579781-(3-tert-Butylphenyl)ethan-1-one

생성물 1

HCID 578391201,3-Dioxo-6-hydroxy-1(3'-tert-butyl-phenyl)-hexane

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 3283Diethyl Ether용매2회

실험 절차

To a stirring suspension of NaH (60% in oil, 7.66 g) in ether (480 ml) at 0° C. was added ethanol (479 μL), followed by γ-butyrolactone (6.18 ml). This was followed by dropwise addition of 1-(3-tert-butyl-phenyl)-ethanone (13.5 g) in ether (80 ml). The resulting mixture was allowed to warm to room temperature and stirred for 72 hours. After careful addition of ethanol (10.5 ml), ammonium chloride solution (10 g in 250 ml water) was then added, ether layer was then separated and washed with brine (300 ml), dried over MgSO4 and concentrated in vacuo to give 1,3-dioxo-6-hydroxy-1(3′-tert-butyl-phenyl)-hexane as crude product (18.5 g). This required no purification and was immediately used in the next reaction.

후처리

  1. additionwas then added
  2. customether layer was then separated
  3. washwashed with brine (300 ml)
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-44a0741dc5894e7abf0078fe50f4a301
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07589095B2

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