Dimethylformamide → 2-(2-Aminoethyl)-3,5-di-tert-butylphenol
反応式
[C:1]([C:5]1[CH:12]=[C:11]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH:10]=[C:9]([OH:17])[C:6]=1[CH:7]=O)([CH3:4])([CH3:3])[CH3:2].[H-].[Na+].C(Br)C1C=CC=CC=1.[CH3:28][N:29](C=O)C>>[NH2:29][CH2:28][CH2:7][C:6]1[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:12][C:11]([C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:10][C:9]=1[OH:17]参加物
実験手順
To a solution of 1.17 g (5.0 mmol) of 2,4-di-tert-butyl-6-hydroxybenzaldehyde (from Step A of Example 35) in 10 mL of dry DMF was added 0.25 g (10.4 mmol) of powdered sodium hydride and the resulting mixture was stirred for 30 min under a nitrogen atmosphere. Benzyl bromide (1.0 g, 5.9 mmol) was then added and the resulting mixture was stirred for an additional 3 h. The reaction mixture was then concentrated in vacuo and the residue was partitioned between ether and water. The aqueous layer was re extracted with ether and the organic layers were then combined, dried (Na2SO4), filtered and evaporated. The residue was purified on a silica gel flash chromatography column eluted with 0-10% EtOAc-hexane. Combination of the purified fractions and drying in vacuo afforded the title compound.
後処理
- stirringthe resulting mixture was stirred for an additional 3 h
- concentrationThe reaction mixture was then concentrated in vacuo
- customthe residue was partitioned between ether and water
- extractionThe aqueous layer was re extracted with ether
- dry with materialdried (Na2SO4)
- filtrationfiltered
- customevaporated
- customThe residue was purified on a silica gel flash chromatography column
- washeluted with 0-10% EtOAc-hexane
- customCombination of the purified fractions and drying in vacuo
出典と根拠
- ORDレコード
- ord-fedf4424c9da40b2972b560d32d601d4
- 出典データセット
- uspto-grants-2009_09
- 特許番号
- US07589127B2
反応ノート
読み込み中…