تفاعل #6023

معادلة التفاعل

product

4-(bromomethyl)benzylalcohol

N,N-diisopropylethyl amine

t-butyldimethylsilyl chloride

→

title compound

المردود 71.0%

4-(bromomethyl)-t-butyldimethylsilyloxymethylbenzene

المردود 71.0%

المذيبات

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   تركيزconcentrated in vacuo
2. 2
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
3. 3
   غسيلwashed with water, brine
4. 4
   تجفيفdried (MgSO4)
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated in vacuo
7. 7
   أخرىThe residue was chromatographed on silica (ethyl acetate/hexanes (2.5/97.5))

الإجراء التجريبي

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.

المصدر