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

HRID 1173334노트

반응식

HRID 1173334 반응식
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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-126995ba4c4742338c5c6678938d3072
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07834062B2

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