تفاعل #55057

معادلة التفاعل

(S)-(-)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ethanol

methanesulfonyl chloride

(S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ethanol methane

pyridine

→

(S)-6-Benzyloxy-2,5,7,8-tetramethylchroman-2-ethanol methanesulfonate

المذيبات

C6H6

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONthen poured into 100 ml
2. 2
   استخلاصThe mixture was then extracted three times with ether
3. 3
   غسيلthe combined ether extracts were washed with cold 1 N aqueous HCl
4. 4
   أخرىAfter drying
5. 5
   ترشيحfiltration
6. 6
   تركيزthe ether extracts were concentrated in vacuo
7. 7
   أخرىgiving 0.587 g

الإجراء التجريبي

A solution of 0.5 g. (1.47 mmoles) of (S)-(-)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ethanol and 0.25 ml. (0.37 g.; 3.2 mmoles) of methanesulfonyl chloride in 5 ml. of anhydrous pyridine was kept at 0° C. for 45 hours then poured into 100 ml. of ice-water and the resulting mixture was stirred for 15 minutes. The mixture was then extracted three times with ether and the combined ether extracts were washed with cold 1 N aqueous HCl followed by water and saturated brine. After drying and filtration, the ether extracts were concentrated in vacuo giving 0.587 g. (95.6%) of (S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ethanol methane as a colorless solid, m.p. 81°-83° C.; [α]25D-0.36° (c 0.82, C6H6).

المصدر