反応 #1457420

反応方程式

dibutylaluminium hydride

toluene

barium carbonate

sulphuric acid

sodium potassium tartrate

→

sought product

10-methoxy-6-oxaspiro[4.5]decane-7.8,9-triol

溶媒

THF

water

反応条件

後処理

1. 1
   workup.WAITAgitation is carried out for 15 minutes at ambient temperature
2. 2
   抽出The reaction medium is extracted with an ethyl acetate-heptane 1-1 mixture
3. 3
   洗浄by washing with water, salt water
4. 4
   その他drying
5. 5
   その他evaporating to dryness
6. 6
   その他The residue obtained
7. 7
   workup.WAITagitation is carried out for 1 hour at ambient temperature
8. 8
   ろ過by filtering
9. 9
   その他evaporating to dryness

実験手順

157 ml of a 1.5 M solution of dibutylaluminium hydride in toluene is added at −5° C. to a solution containing 56 g of the product of the previous stage and 300 ml of THF. Agitation is carried out at −3° C. for 1 hour. 1 liter of a 1 M solution of sodium potassium tartrate is added. Agitation is carried out for 15 minutes at ambient temperature. The reaction medium is extracted with an ethyl acetate-heptane 1-1 mixture followed by washing with water, salt water, drying and evaporating to dryness. The residue obtained is agitated at 70° C. in the presence of 150 ml of a solution of sulphuric acid 0.1 N and 150 ml of water for 2.5 hours. The reaction medium is cooled down to ambient temperature, barium carbonate is added, and agitation is carried out for 1 hour at ambient temperature followed by filtering and evaporating to dryness. 49 g of the sought product is obtained.

出典