反応 #6023

反応方程式

product

4-(bromomethyl)benzylalcohol

N,N-diisopropylethyl amine

t-butyldimethylsilyl chloride

→

title compound

収率 71.0%

4-(bromomethyl)-t-butyldimethylsilyloxymethylbenzene

収率 71.0%

溶媒

CH2Cl2

反応条件

後処理

1. 1
   濃縮concentrated in vacuo
2. 2
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
3. 3
   洗浄washed with water, brine
4. 4
   乾燥dried (MgSO4)
5. 5
   ろ過filtered
6. 6
   濃縮concentrated in vacuo
7. 7
   その他The residue was chromatographed on silica (ethyl acetate/hexanes (2.5/97.5))

実験手順

To a solution of the product of Example 4 Step A, (4.44 g, 22.1 mmol) in CH2Cl2 was added N,N-diisopropylethyl amine (1.2 eq.) and 4-dimethylaminopyridine (0.1 eq.), and t-butyldimethylsilyl chloride (1.2 eq.). The mixture was stirred for 1.5 hours at room temperature, then concentrated in vacuo. The residue was dissolved in ethyl acetate and washed with water, brine, dried (MgSO4), filtered, and concentrated in vacuo. The residue was chromatographed on silica (ethyl acetate/hexanes (2.5/97.5)) to afford 5.0 g (71%) of the title compound.

出典