1-(Benzyloxy)-3,5-di-tert-butyl-2-[2-nitrovinyl]benzene → 2-(2-Aminoethyl)-3,5-di-tert-butylphenol

HRID 1173334ノート

反応式

HRID 1173334 の反応式
C([O:8][C:9]1[CH:14]=[C:13]([C:15]([CH3:18])([CH3:17])[CH3:16])[CH:12]=[C:11]([C:19]([CH3:22])([CH3:21])[CH3:20])[C:10]=1[CH:23]=[CH:24][N+:25]([O-])=O)C1C=CC=CC=1.[H][H]>CO.[Pd]>[NH2:25][CH2:24][CH2:23][C:10]1[C:11]([C:19]([CH3:20])([CH3:22])[CH3:21])=[CH:12][C:13]([C:15]([CH3:18])([CH3:17])[CH3:16])=[CH:14][C:9]=1[OH:8]

参加物

5

反応物 2

HCID 687177311-(Benzyloxy)-3,5-di-tert-butyl-2-[2-nitrovinyl]benzeneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 100606372-(2-Aminoethyl)-3,5-di-tert-butylphenol

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

To a solution of 0.183 g (0.5 mmol) of the product of Step B in 10 mL of methanol was added 0.1 g of 10% palladium on carbon catalyst and the reaction mixture was stirred in Parr shaker under 40 psig of hydrogen overnight. The reaction mixture was then filtered through Celite filter aid and the filtrate was evaporated in vacuo. The residue was purified on a silica gel flash chromatography column eluted with mixtures of CH2Cl2/MeOH/conc. NH4OH of the following compositions: 97/3/0.3; 95/5/0.5; and 90/10/1. Combination of the purified fractions and drying in vacuo afforded the title compound.

後処理

  1. filtrationThe reaction mixture was then filtered through Celite
  2. filtrationfilter aid
  3. customthe filtrate was evaporated in vacuo
  4. customThe residue was purified on a silica gel flash chromatography column
  5. washeluted with mixtures of CH2Cl2/MeOH/conc
  6. customCombination of the purified fractions and drying in vacuo

出典と根拠

ORDレコード
ord-126995ba4c4742338c5c6678938d3072
出典データセット
uspto-grants-2010_11
特許番号
US07834062B2

反応ノート

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