Ammonium Chloride → HCID 11070377、化合物

HRID 1452372ノート

反応式

HRID 1452372 の反応式
[Li].[C:2]([O:5][C:6]1[C:7]([C:19]([CH3:22])([CH3:21])[CH3:20])=[CH:8][C:9]([OH:18])=[C:10]([C:13]=1[C:14]([CH3:17])([CH3:16])[CH3:15])[CH:11]=[O:12])(=[O:4])[CH3:3].Br[CH:24]([CH2:30][CH2:31][CH:32]([CH3:34])[CH3:33])[CH2:25][CH2:26][CH:27]([CH3:29])[CH3:28].[Cl-].[NH4+]>O1CCCC1>[C:2]([O:5][C:6]1[C:7]([C:19]([CH3:22])([CH3:21])[CH3:20])=[CH:8][C:9]([OH:18])=[C:10]([CH:11]([OH:12])[CH:24]([CH2:25][CH2:26][CH:27]([CH3:29])[CH3:28])[CH2:30][CH2:31][CH:32]([CH3:33])[CH3:34])[C:13]=1[C:14]([CH3:15])([CH3:17])[CH3:16])(=[O:4])[CH3:3]

参加物

6

反応物 4

HCID 25517Ammonium ChlorideHCID 3028194LithiumHCID 110445455-Acetoxy-4,6-di-tert-butyl-2-hydroxybenzaldehydeHCID 22918674HCID 22918674、化合物

生成物 1

HCID 11070377HCID 11070377、化合物収率 46%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Lithium (2.8 g) was added to a solution of 5-acetoxy-4,6-di-tert-butyl-2-hydroxybenzaldehyde (24.3 g) and 5-bromo-2,8-dimethylnonane (47.0 g) in tetrahydrofuran (200 ml) under ice cooling under a nitrogen atmosphere and the mixture was stirred overnight. The reaction mixture was poured into ice water, neutralized with a saturated aqueous solution of ammonium chloride and subjected to extraction with diethyl ether. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate and the solvent was distilled off. The residue was purified by silica gel chromatography (10% ethyl acetate in n-hexane) to afford 4-acetoxy-3,5-di-tert-butyl-2-(2,2-diisoamyl-1-hydroxyethyl)phenol [17.0 g (yield, 46%)] as a colorless oil.

後処理

  1. extractionsubjected to extraction with diethyl ether
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off
  5. customThe residue was purified by silica gel chromatography (10% ethyl acetate in n-hexane)

出典と根拠

ORDレコード
ord-6cf953d44fc64bf7804b90705ea53884
出典データセット
uspto-grants-1997_02
特許番号
US05606089

反応ノート

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