Water → HCID 54396915、化合物

HRID 1165094

反応式

HRID 1165094 の反応式
[CH3:1][C:2]([CH2:6][CH2:7][CH2:8][CH:9]([CH3:21])[CH2:10][CH2:11][CH2:12][CH:13]([CH3:20])[CH2:14][CH2:15][CH2:16][CH:17]([CH3:19])[CH3:18])=[CH:3][CH2:4]O.[C:22]([C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([CH3:35])([CH3:34])[CH3:33])[C:27]=1[OH:36])([CH3:25])([CH3:24])[CH3:23].B(F)(F)F.CCOCC.O>O1CCOCC1>[C:32]([C:28]1[CH:29]=[C:30]([CH2:4][CH:3]=[C:2]([CH3:1])[CH2:6][CH2:7][CH2:8][CH:9]([CH3:21])[CH2:10][CH2:11][CH2:12][CH:13]([CH3:20])[CH2:14][CH2:15][CH2:16][CH:17]([CH3:19])[CH3:18])[CH:31]=[C:26]([C:22]([CH3:25])([CH3:24])[CH3:23])[C:27]=1[OH:36])([CH3:35])([CH3:34])[CH3:33]

参加物

6

反応物 4

HCID 962WaterHCID 8000Boron trifluoride etherateHCID 314052,6-Di-tert-butylphenolHCID 1453863,7,11,15-Tetramethylhexadec-2-en-1-ol

生成物 1

HCID 54396915HCID 54396915、化合物収率 9.1%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

実験手順

A solution of 3,7,11,15-tetramethyl-2-hexadecen-1-ol (2.97 g;10.0 mmole) in dioxane (8 ml) was dropwise added to a solution of 2,6-di-tert-butyl phenol (4.13 g;200 mmole) and boron trifluoride ethyl etherate (0.86 g;6.0 mmole) in dioxane (20 ml) at 40° C. over one hour. After stirring the resultant solution at that temperature for 2.5 hours, the reaction solution was poured into water (30 ml) and was then extracted once with ethyl acetate (20 ml). The extract was successively washed with 30 ml of 5% (w/v) aqueous sodium hydroxide solution containing 3% (w/v) sodium hydrosulfite (once), 30 ml of water (twice) and then 30 ml of saturated aqueous sodium chloride (once) and was dried over anhydrous magnesium sulfate. Then, the solvent and the unreacted 2,6-di-tert-butyl-phenol were distilled off and the resultant residue was subjected to silica gel column chromatography to obtain 440 mg (0.91 mmole) of 2,6,di-tert-butyl-4-(3,7,11,15,tetramethyl-2 -hexadecenyl)-phenol from the fractions eluted through the column with hexane-ethyl acetate (50:1). Yield=9.1%.

後処理

  1. extractionwas then extracted once with ethyl acetate (20 ml)
  2. washThe extract was successively washed with 30 ml of 5% (w/v) aqueous sodium hydroxide solution
  3. additioncontaining 3% (w/v) sodium hydrosulfite (once), 30 ml of water (twice) and then 30 ml of saturated aqueous sodium chloride (once) and
  4. dry with materialwas dried over anhydrous magnesium sulfate
  5. distillationThen, the solvent and the unreacted 2,6-di-tert-butyl-phenol were distilled off

出典と根拠

ORDレコード
ord-dc848e1dbc56433eb75f9df13c754907
出典データセット
uspto-grants-1990_03
特許番号
US04906669

関連ノート

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