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

HRID 733178

反応式

HRID 733178 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 3283Diethyl Ether溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-44a0741dc5894e7abf0078fe50f4a301
出典データセット
uspto-grants-2009_09
特許番号
US07589095B2

関連ノート

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